Organocatalytic Asymmetric Michael Addition of Oxazolones to Arylsulfonyl Indoles: Facile Access to syn-Configured [alpha],[beta]-Disubstituted Tryptophan Derivatives

Enantioselective Michael addition of oxazolones to in situ generated vinylogous imine intermediates is reported. A series of optically active 3-alkylindole derivatives with adjacent quaternary and tertiary stereocenters was obtained. The resulting adducts can readily be converted into syn-configured...

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Published inEuropean journal of organic chemistry Vol. 2013; no. 3; p. 456
Main Authors Cai, Chang-Wu, Zhu, Xing-Li, Wu, Song, Zuo, Zong-Le, Yu, Liang-Liang, Qin, Da-Bin, Liu, Quan-Zhong, Jing, Lin-Hai
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 01.01.2013
Subjects
Beta
Derivatives
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ISSN1434-193X
1099-0690

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Summary:Enantioselective Michael addition of oxazolones to in situ generated vinylogous imine intermediates is reported. A series of optically active 3-alkylindole derivatives with adjacent quaternary and tertiary stereocenters was obtained. The resulting adducts can readily be converted into syn-configured [alpha],[beta]-disubstituted tryptophan derivatives without compromising the stereoselectivities. [PUBLICATION ABSTRACT]
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1434-193X
1099-0690