{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,27]],"date-time":"2026-07-27T13:22:27Z","timestamp":1785158547526,"version":"3.55.0"},"reference-count":34,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2025,12,12]],"date-time":"2025-12-12T00:00:00Z","timestamp":1765497600000},"content-version":"am","delay-in-days":314,"URL":"http:\/\/www.elsevier.com\/open-access\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,2,1]],"date-time":"2025-02-01T00:00:00Z","timestamp":1738368000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/100000002","name":"National Institutes of Health","doi-asserted-by":"publisher","award":["1R15GM146215-01"],"award-info":[{"award-number":["1R15GM146215-01"]}],"id":[{"id":"10.13039\/100000002","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Tetrahedron"],"published-print":{"date-parts":[[2025,2]]},"DOI":"10.1016\/j.tet.2024.134418","type":"journal-article","created":{"date-parts":[[2024,12,9]],"date-time":"2024-12-09T09:53:13Z","timestamp":1733737993000},"page":"134418","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":2,"special_numbering":"C","title":["TBAT-catalyzed dioxasilinane formation from beta-hydroxy ketones"],"prefix":"10.1016","volume":"171","author":[{"given":"H.J.","family":"Peterson","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1695-1906","authenticated-orcid":false,"given":"G.W.","family":"O'Neil","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.tet.2024.134418_bib1","doi-asserted-by":"crossref","first-page":"1156","DOI":"10.1021\/op2003826","article-title":"Large-scale carbonyl reductions in the pharmaceutical industry","volume":"16","author":"Magano","year":"2012","journal-title":"Org. Process Res. Dev."},{"key":"10.1016\/j.tet.2024.134418_bib2","series-title":"ACS Symposium Series","article-title":"Reductions in organic synthesis. Recent advances and practical applications","year":"1998"},{"key":"10.1016\/j.tet.2024.134418_bib3","series-title":"Reductions in Organic Chemistry","year":"1984"},{"key":"10.1016\/j.tet.2024.134418_bib4","doi-asserted-by":"crossref","first-page":"2617","DOI":"10.1021\/cr0406918","article-title":"Boron reagents in process chemistry","volume":"106","author":"Burkhardt","year":"2006","journal-title":"Chem. Rev."},{"key":"10.1016\/j.tet.2024.134418_bib5","article-title":"Ionic and organometallic-catalyzed organosilane reductions","volume":"vol. 71","author":"Larson","year":"2008"},{"key":"10.1016\/j.tet.2024.134418_bib6","doi-asserted-by":"crossref","first-page":"5350","DOI":"10.1021\/ol1024635","article-title":"Direct conversion of \u03b2-hydroxyketones to cyclic disiloxanes","volume":"12","author":"O'Neil","year":"2010","journal-title":"Org. Lett."},{"key":"10.1016\/j.tet.2024.134418_bib7","doi-asserted-by":"crossref","first-page":"9093","DOI":"10.1021\/jo401293a","article-title":"Stereocontrolled synthesis of 1,3-diols from enones: cooperative lewis-base mediated intramolecular hydrosilylations","volume":"78","author":"Medina","year":"2013","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib8","series-title":"Green Sustainable Process for Chemical and Environmental Engineering and Science","first-page":"1","article-title":"Atom economy in green organic synthesis","author":"Lim","year":"2020"},{"key":"10.1016\/j.tet.2024.134418_bib9","doi-asserted-by":"crossref","first-page":"1437","DOI":"10.1039\/C1CS15219J","article-title":"Fundamentals of green chemistry: efficiency in reaction design","volume":"41","author":"Sheldon","year":"2012","journal-title":"Chem. Soc. Rev."},{"key":"10.1016\/j.tet.2024.134418_bib10","doi-asserted-by":"crossref","first-page":"6363","DOI":"10.1016\/S0040-4039(02)01385-0","article-title":"Activation of silanes by Grubbs' carbene complex Cl2(PCy3)2RuCHPh: dehydrogenative condensation of alcohols and hydrosilylation of carbonyls","volume":"43","author":"Maifeld","year":"2002","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.tet.2024.134418_bib11","series-title":"Advances in Silicon Science","article-title":"Hydrosilylation A comprehensive review on recent advances","year":"2009"},{"key":"10.1016\/j.tet.2024.134418_bib12","unstructured":"Yields Were Determined by 1H NMR Using P-Xylene as an Inert Internal Standard. See Supporting Information for Details."},{"key":"10.1016\/j.tet.2024.134418_bib13","doi-asserted-by":"crossref","first-page":"8413","DOI":"10.1016\/S0040-4039(00)74420-0","article-title":"Mild and practical method for the silylation of alcohols using hydrosilanes and disilanes promoted by TBAF catalyst","volume":"35","author":"Tanabe","year":"1994","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.tet.2024.134418_bib14","doi-asserted-by":"crossref","first-page":"5166","DOI":"10.1021\/ja00123a025","article-title":"Utilization of tetrabutylammonium triphenylsilyldifluoride as a fluoride source for nucleophilic fluorination","volume":"117","author":"Pilcher","year":"1995","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.tet.2024.134418_bib15","doi-asserted-by":"crossref","first-page":"2112","DOI":"10.1021\/jo00160a041","article-title":"Instability of anhydrous tetra-n-alkylammonium fluorides","volume":"48","author":"Sharma","year":"1983","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib16","doi-asserted-by":"crossref","first-page":"2422","DOI":"10.1021\/jo9722358","article-title":"A novel method for the inside selective silylation of 1,2-diols","volume":"63","author":"Tanino","year":"1998","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib17","doi-asserted-by":"crossref","first-page":"2794","DOI":"10.1021\/ol5006856","article-title":"Total synthesis and structural revision of sekothrixide","volume":"16","author":"Terayama","year":"2014","journal-title":"Org. Lett."},{"key":"10.1016\/j.tet.2024.134418_bib18","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1021\/jo00377a033","article-title":"Diphenylmethylsilyl ether (DPMS): a protecting group for alcohols","volume":"52","author":"Denmark","year":"1987","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib19","unstructured":"Regioselectivity Was Determined by Acetylation of the Major Diastereomer and Analysis of the Ester Product by 1H NMR. See Supplementary Materials for Details."},{"key":"10.1016\/j.tet.2024.134418_bib20","doi-asserted-by":"crossref","first-page":"11237","DOI":"10.1021\/acs.joc.2c01170","article-title":"Highly stereospecific cyclizations of homoallylic silanols","volume":"87","author":"Shinde","year":"2022","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib21","doi-asserted-by":"crossref","first-page":"7177","DOI":"10.1021\/acscatal.5b01699","article-title":"Effect of siloxane ring strain and cation charge density on the formation of coordinately unsaturated metal sites on silica: insights from density functional theory (DFT) studies","volume":"5","author":"Das","year":"2015","journal-title":"ACS Catal."},{"key":"10.1016\/j.tet.2024.134418_bib22","doi-asserted-by":"crossref","first-page":"177","DOI":"10.1016\/j.theochem.2006.01.003","article-title":"Understanding ring strain and ring flexibility in six- and eight-membered cyclic organometallic group 14 oxides","volume":"761","author":"Beckmann","year":"2006","journal-title":"J. Mol. Struct. THEOCHEM"},{"key":"10.1016\/j.tet.2024.134418_bib23","doi-asserted-by":"crossref","first-page":"4676","DOI":"10.1016\/j.tet.2019.07.013","article-title":"Polymerizable C70 derivatives with acrylate functionality for efficient and stable solar cells","volume":"75","author":"Bai","year":"2019","journal-title":"Tetrahedron"},{"key":"10.1016\/j.tet.2024.134418_bib24","unstructured":"The Stereochemistry of the Major Diastereomer Was Determined by Desilylation with TBAF and Comparison of NMR to Previously Reported Data in references 6 and 7."},{"key":"10.1016\/j.tet.2024.134418_bib25","doi-asserted-by":"crossref","first-page":"1193","DOI":"10.1246\/cl.1997.1193","article-title":"Synthesis of the C8-C15 segment of (+)-discodermolide","volume":"12","author":"Miyazawa","year":"1997","journal-title":"Chem. Lett."},{"key":"10.1016\/j.tet.2024.134418_bib26","doi-asserted-by":"crossref","first-page":"4629","DOI":"10.1002\/anie.200460589","article-title":"Total synthesis and configurational assignment of (-)-Dictyostating, a microtuble-stabilizing macrolide of marine sponge origin","volume":"43","author":"Paterson","year":"2004","journal-title":"Angew. Chem., Int. Ed."},{"key":"10.1016\/j.tet.2024.134418_bib27","doi-asserted-by":"crossref","first-page":"4634","DOI":"10.1002\/anie.200460593","article-title":"Total synthesis of (-)-dictyostatin: confirmation of relative and absolute configurations","volume":"43","author":"Shin","year":"2004","journal-title":"Angew. Chem., Int. Ed."},{"key":"10.1016\/j.tet.2024.134418_bib28","doi-asserted-by":"crossref","first-page":"915","DOI":"10.1002\/asia.201403299","article-title":"Modification of bafilomycin structure to efficiently synthesize solid-state NMR probes that selectively bind to vacuolar-type ATPase","volume":"10","author":"Shibata","year":"2015","journal-title":"Chem. Asian J."},{"key":"10.1016\/j.tet.2024.134418_bib29","doi-asserted-by":"crossref","first-page":"4072","DOI":"10.1021\/acs.joc.6b03060","article-title":"Total syntheses of the proposed structure and six of its diastereoisomers","volume":"82","author":"Dias","year":"2017","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib30","doi-asserted-by":"crossref","first-page":"3964","DOI":"10.1021\/jo0497961","article-title":"A concise asymmetric synthesis of (2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate and propionate, the sex pheromones of pine sawflies","volume":"69","author":"Huang","year":"2004","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib31","doi-asserted-by":"crossref","first-page":"10190","DOI":"10.1021\/jo0517500","article-title":"Lewis base catalyzed enantioselective aldol addition of acetaldehyde-derived silyl enol ether to aldehydes","volume":"70","author":"Denmark","year":"2005","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.tet.2024.134418_bib32","doi-asserted-by":"crossref","first-page":"12835","DOI":"10.1002\/chem.201403701","article-title":"Versatile iridicycle catalysts for highly efficient and chemoselective transfer hydrogenation of carbonyl compounds in water","volume":"20","author":"Talwar","year":"2014","journal-title":"Chem. Eur J."},{"key":"10.1016\/j.tet.2024.134418_bib33","doi-asserted-by":"crossref","first-page":"7826","DOI":"10.1021\/ja910057g","article-title":"Chromium-catalyzed homoaldol equivalent reaction employing a nucleophilic propenyl acetate","volume":"132","author":"Kang","year":"2010","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.tet.2024.134418_bib34","doi-asserted-by":"crossref","first-page":"3016","DOI":"10.1021\/acscatal.8b00185","article-title":"Pd-catalyzed debenzylation and deallylation of ethers and esters with sodium hydride","volume":"8","author":"Mao","year":"2018","journal-title":"ACS Catal."}],"container-title":["Tetrahedron"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0040402024005994?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0040402024005994?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,1,6]],"date-time":"2025-01-06T16:36:36Z","timestamp":1736181396000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0040402024005994"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,2]]},"references-count":34,"alternative-id":["S0040402024005994"],"URL":"https:\/\/doi.org\/10.1016\/j.tet.2024.134418","relation":{"has-preprint":[{"id-type":"doi","id":"10.26434\/chemrxiv-2024-8d48q","asserted-by":"object"}]},"ISSN":["0040-4020"],"issn-type":[{"value":"0040-4020","type":"print"}],"subject":[],"published":{"date-parts":[[2025,2]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"TBAT-catalyzed dioxasilinane formation from beta-hydroxy ketones","name":"articletitle","label":"Article Title"},{"value":"Tetrahedron","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.tet.2024.134418","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2024 Elsevier Ltd. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"134418"}}