{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T15:51:19Z","timestamp":1791561079988,"version":"4.3.4"},"reference-count":52,"publisher":"American Chemical Society (ACS)","issue":"40","license":[{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100005616","name":"Memorial University of Newfoundland","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100005616","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,10,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>We report a copper-catalyzed cascade for the synthesis of pyrano[3,2-a]carbazole natural products. This strategy employs C3-substituted indolyl \u03b1-diazocarbonyl compounds to construct the pyrano[3,2-a]carbazole framework through sequential C\u2013C and C\u2013O bond formation in a single transformation. The approach cumulated in the synthesis of seven natural products, including the first total synthesis of clausenanisine B. Preliminary antimicrobial screening identified a concentration-dependent activity against fungi and Gram-positive bacteria for select members of the synthesized library.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03657","type":"journal-article","created":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T14:01:51Z","timestamp":1790604111000},"page":"12664-12668","source":"Crossref","is-referenced-by-count":0,"title":["Total Synthesis\nof Naturally Occurring Pyrano[3,2-\n                    <i>a<\/i>\n                    ]carbazoles\nvia a Unified Copper-Catalyzed Cascade Strategy"],"prefix":"10.1021","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0009-0007-3061-9110","authenticated-orcid":true,"given":"Blake A.","family":"Chislette","sequence":"first","affiliation":[{"name":"Memorial University of Newfoundland and Labrador , , 45 Arctic Avenue , , , ,","place":["St. John\u2019s, NL, Canada, A1C 5S7"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haley R.","family":"Leonard","sequence":"additional","affiliation":[{"name":"Memorial University of Newfoundland and Labrador , , 45 Arctic Avenue , , , ,","place":["St. John\u2019s, NL, Canada, A1C 5S7"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2436-682X","authenticated-orcid":true,"given":"Kapil","family":"Tahlan","sequence":"additional","affiliation":[{"name":"Memorial University of Newfoundland and Labrador , , 45 Arctic Avenue , , , ,","place":["St. John\u2019s, NL, Canada, A1C 5S7"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9476-2078","authenticated-orcid":true,"given":"Graham J.","family":"Bodwell","sequence":"additional","affiliation":[{"name":"Memorial University of Newfoundland and Labrador , , 45 Arctic Avenue , , , ,","place":["St. John\u2019s, NL, Canada, A1C 5S7"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3471-678X","authenticated-orcid":true,"given":"Huck K.","family":"Grover","sequence":"additional","affiliation":[{"name":"Memorial University of Newfoundland and Labrador , , 45 Arctic Avenue , , , ,","place":["St. John\u2019s, NL, Canada, A1C 5S7"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,28]]},"reference":[{"key":"2026100910143802300_cit1","doi-asserted-by":"publisher","first-page":"5901","DOI":"10.3390\/molecules28155901","article-title":"Phytochemistry\nand Biological Activities of Murraya Species","volume":"28","author":"Yohanes","year":"2023","journal-title":"Molecules"},{"key":"2026100910143802300_cit2a","doi-asserted-by":"publisher","first-page":"011-027","DOI":"10.7324\/JAPS.2024.169254","article-title":"Murraya koenigii\nL. 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Cult."},{"key":"2026100910143802300_cit17b","doi-asserted-by":"publisher","first-page":"5501","DOI":"10.1016\/S0040-4039(00)75545-6","article-title":"Structures\nof Mahanibin and Koenimbin","volume":"9","author":"Narasimhan","year":"1968","journal-title":"Tetrahedron Lett."},{"key":"2026100910143802300_cit17c","doi-asserted-by":"publisher","first-page":"1048","DOI":"10.1016\/0031-9422(91)85313-O","article-title":"Murrayamine-A, B, C, and (+)-Mahanine, Carbazole Alkaloids\nfrom Murraya Euschrestifolia","volume":"30","author":"Wu","year":"1991","journal-title":"Phytochemistry"},{"key":"2026100910143802300_cit18a","doi-asserted-by":"publisher","first-page":"3857","DOI":"10.1016\/S0040-4039(01)88531-2","article-title":"Terpenoid\nAlkaloids from Murraya koenigii Spreng. - II: The\nConstitution of Cyclomahanimbine, Bicyclomahanimbine, and Mahanimbidine","volume":"10","author":"Kureel","year":"1969","journal-title":"Tetrahedron Lett."},{"key":"2026100910143802300_cit18b","first-page":"322","article-title":"Murrayazolinine: a Carbazole Alkaloid from Murraya\nkoenigii Spreng","volume":"7","author":"Chakraborty","year":"1973","journal-title":"Chem. Ind."},{"key":"2026100910143802300_cit19","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201301792","article-title":"Efficient\nConstruction of Pyrano[3,2-a]carbazoles: Application\nto a Biomimetic Total Synthesis of Cyclized Monoterpenoid Pyrano[3,2-a]carbazole Alkaloids","volume":"19","author":"Hesse","year":"2013","journal-title":"Chem. A Eur.\nJ."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.orglett.6c03657","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/40\/12664\/68677714\/acs.orglett.6c03657.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/40\/12664\/68677714\/acs.orglett.6c03657.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T15:12:57Z","timestamp":1791558777000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/orlef7\/article\/28\/40\/12664\/5440030\/Total-Synthesis-of-Naturally-Occurring-Pyrano-3-2"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,28]]},"references-count":52,"journal-issue":{"issue":"40","published-online":{"date-parts":[[2026,9,28]]},"published-print":{"date-parts":[[2026,10,9]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.orglett.6c03657","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,28]]}}}