{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T18:43:15Z","timestamp":1791312195013,"version":"4.3.1"},"reference-count":49,"publisher":"American Chemical Society (ACS)","issue":"24","license":[{"start":{"date-parts":[[2023,11,28]],"date-time":"2023-11-28T00:00:00Z","timestamp":1701129600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2023,11,28]],"date-time":"2023-11-28T00:00:00Z","timestamp":1701129600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2023,11,28]],"date-time":"2023-11-28T00:00:00Z","timestamp":1701129600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100001843","name":"Science and Engineering Research Board","doi-asserted-by":"publisher","award":["CRG\/2020\/003737"],"award-info":[{"award-number":["CRG\/2020\/003737"]}],"id":[{"id":"10.13039\/501100001843","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100020512","name":"Indian Institute of Science Education and Research Thiruvananthapuram","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100020512","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2023,12,15]]},"DOI":"10.1021\/acs.joc.3c02285","type":"journal-article","created":{"date-parts":[[2023,11,28]],"date-time":"2023-11-28T08:39:56Z","timestamp":1701160796000},"page":"17472-17478","source":"Crossref","is-referenced-by-count":4,"title":["Phosphonium Ion-Tethered Secondary Amines for Chemospecific 5-<i>Enolexo<\/i> Aldol Condensations of 6-Ketoaldehydes"],"prefix":"10.1021","volume":"88","author":[{"given":"Akash","family":"Sugunan","sequence":"first","affiliation":[{"name":"School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala 695551, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"V. M.","family":"Aparna","sequence":"additional","affiliation":[{"name":"School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala 695551, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3742-319X","authenticated-orcid":true,"given":"Goreti","family":"Rajendar","sequence":"additional","affiliation":[{"name":"School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala 695551, India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2023,11,28]]},"reference":[{"key":"ref1\/cit1a","doi-asserted-by":"publisher","DOI":"10.1021\/cr0684016"},{"key":"ref1\/cit1b","doi-asserted-by":"publisher","DOI":"10.1021\/cr100348t"},{"key":"ref1\/cit1c","doi-asserted-by":"publisher","DOI":"10.1039\/C7OB00302A"},{"key":"ref1\/cit1d","doi-asserted-by":"publisher","DOI":"10.3390\/sym14020355"},{"key":"ref2\/cit2","unstructured":"According to\nBaldwi\u01f9s rules\nenol addition to aldehyde involve exo-trig mode. Hence, n-enolexo-exo-trig or n-enolendo-exo-trig (n-number\nof atoms in cycle) cyclizations are formally represented as n-enolexo\nor n-enolendo."},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1021\/jo01035a537"},{"key":"ref4\/cit4a","doi-asserted-by":"publisher","DOI":"10.1038\/nature11411"},{"key":"ref4\/cit4b","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c02299"},{"key":"ref5\/cit5","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01083"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01734"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/ja00225a036"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1021\/ol0160699"},{"key":"ref9\/cit9a","doi-asserted-by":"publisher","DOI":"10.1139\/v78-079"},{"key":"ref9\/cit9b","doi-asserted-by":"publisher","DOI":"10.1021\/ja00397a040"},{"key":"ref9\/cit9c","doi-asserted-by":"publisher","DOI":"10.1039\/P19920002961"},{"key":"ref10\/cit10a","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.65.203"},{"key":"ref10\/cit10b","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1099-0690(199802)1998:2<229::AID-EJOC229>3.0.CO;2-2"},{"key":"ref10\/cit10c","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2003.12.055"},{"key":"ref10\/cit10d","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.8.141"},{"key":"ref10\/cit10e","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c04165"},{"key":"ref10\/cit10f","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c04633"},{"key":"ref11\/cit11a","doi-asserted-by":"publisher","DOI":"10.1002\/anie.197104961"},{"key":"ref11\/cit11b","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2009.04.052"},{"key":"ref11\/cit11c","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201000245"},{"key":"ref11\/cit11d","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201202024"},{"key":"ref12\/cit12","unstructured":"Catalyst 1, full\nsynthetic procedures given in SI, pages S7-S8."},{"key":"ref13\/cit13a","doi-asserted-by":"publisher","DOI":"10.1021\/ol301461e"},{"key":"ref13\/cit13b","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201801771"},{"key":"ref15\/cit15","unstructured":"We\nhave prepared a series of\namine tethered with different phosphonium ions for intermolecular\naldol reactions, studied their influence in aldol reactions. See our\nnext publication for more information."},{"key":"ref16\/cit16a","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2004.10.034"},{"key":"ref16\/cit16b","doi-asserted-by":"publisher","DOI":"10.1055\/s-0029-1217069"},{"key":"ref16\/cit16c","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201000245"},{"key":"ref16\/cit16d","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201202024"},{"key":"ref17\/cit17a","doi-asserted-by":"publisher","DOI":"10.1021\/ja065507+"},{"key":"ref17\/cit17b","doi-asserted-by":"publisher","DOI":"10.1021\/ol0706004"},{"key":"ref17\/cit17c","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200800539"},{"key":"ref17\/cit17d","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.03.218"},{"key":"ref17\/cit17e","doi-asserted-by":"publisher","DOI":"10.1021\/ol301874x"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1021\/jo0709100"},{"key":"ref19\/cit19a","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202000579"},{"key":"ref19\/cit19b","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2021.153495"},{"key":"ref20\/cit20a","doi-asserted-by":"publisher","DOI":"10.1126\/science.1076547"},{"key":"ref20\/cit20b","doi-asserted-by":"publisher","DOI":"10.1021\/ol051569d"},{"key":"ref20\/cit20c","doi-asserted-by":"publisher","DOI":"10.1021\/ol047630g"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b03227"},{"key":"ref22\/cit22a","doi-asserted-by":"publisher","DOI":"10.1021\/jo00022a047"},{"key":"ref22\/cit22b","doi-asserted-by":"publisher","DOI":"10.1055\/s-0030-1260230"},{"key":"ref24\/cit24","unstructured":"4-oxopentanal and 5-oxohexanal\nup on aldol reaction with catalyst 1 provided completely\ndecomposed products."},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1021\/ja0507620"}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.3c02285","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.3c02285","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,12,15]],"date-time":"2023-12-15T09:44:27Z","timestamp":1702633467000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.joc.3c02285"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,11,28]]},"references-count":49,"journal-issue":{"issue":"24","published-print":{"date-parts":[[2023,12,15]]}},"alternative-id":["10.1021\/acs.joc.3c02285"],"URL":"https:\/\/doi.org\/10.1021\/acs.joc.3c02285","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,11,28]]}}}