Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine
Something constructive: The title reaction involving 3‐hydroxyoxindoles gives 3,3′‐disubstituted oxindoles with concomitant generation of an all‐carbon quaternary stereogenic center in high yield and excellent enantioselectivity. This reaction enabled the enantioselective construction of hexahydropy...
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Veröffentlicht in: | Angewandte Chemie International Edition 2012-01, Vol.51 (4), p.1046-1050 |
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creator | Guo, Chang Song, Jin Huang, Jian-Zhou Chen, Peng-Hao Luo, Shi-Wei Gong, Liu-Zhu |
description | Something constructive: The title reaction involving 3‐hydroxyoxindoles gives 3,3′‐disubstituted oxindoles with concomitant generation of an all‐carbon quaternary stereogenic center in high yield and excellent enantioselectivity. This reaction enabled the enantioselective construction of hexahydropyrroloindole skeletons and the first catalytic enantioselective total synthesis of (+)‐folicanthine. |
doi_str_mv | 10.1002/anie.201107079 |
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KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4769-e470220a5878e3c7ba3ceda2791d79c4d6f74d20cda6869fde80418f47f8cf543</citedby><cites>FETCH-LOGICAL-c4769-e470220a5878e3c7ba3ceda2791d79c4d6f74d20cda6869fde80418f47f8cf543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201107079$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201107079$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22162009$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guo, Chang</creatorcontrib><creatorcontrib>Song, Jin</creatorcontrib><creatorcontrib>Huang, Jian-Zhou</creatorcontrib><creatorcontrib>Chen, Peng-Hao</creatorcontrib><creatorcontrib>Luo, Shi-Wei</creatorcontrib><creatorcontrib>Gong, Liu-Zhu</creatorcontrib><title>Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. 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subjects | alkaloids asymmetric catalysis Brønsted acids Carbamates - chemistry Catalysis Indoles - chemical synthesis Indoles - chemistry organocatalysis Phosphoric Acids - chemistry Pyrroles - chemical synthesis Pyrroles - chemistry Stereoisomerism total synthesis |
title | Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine |
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