Asymmetric One-Pot Construction of Three Stereogenic Elements: Chiral Carbon Center, Stereoisomeric Alkenes, and Chirality of Axial Styrenes

An organocatalytic enantioselective method for the synthesis of multiple stereoisomers bearing E, Z configurations, stereogenic carbon centers, and axially chiral styrenes is reported. The method enabled the rapid construction of a series of stereochemical complexity products with excellent E, Z sel...

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Veröffentlicht in:Organic letters 2019-01, Vol.21 (1), p.95-99
Hauptverfasser: Huang, Anqi, Zhang, Lili, Li, Dongmei, Liu, Yidong, Yan, Hailong, Li, Wenjun
Format: Artikel
Sprache:eng
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Zusammenfassung:An organocatalytic enantioselective method for the synthesis of multiple stereoisomers bearing E, Z configurations, stereogenic carbon centers, and axially chiral styrenes is reported. The method enabled the rapid construction of a series of stereochemical complexity products with excellent E, Z selectivity, diastereoselectivity (>20:1 dr), and enantioselectivity (up to 96% ee). This method provides an efficient and concise synthesis route of multiple stereoisomers with a wide range of potential applications in organic synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03492