Squaramide–Sulfonamide Organocatalyst for Asymmetric Direct Vinylogous Aldol Reactions

Asymmetric direct vinylogous aldol reactions of furan-2­(5H)-one with aldehydes in the presence of a catalytic amount of novel squaramide–sulfonamide organocatalyst resulted in the corresponding addition products with high to excellent enantioselectivities. This is the first successful report illust...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-05, Vol.82 (9), p.4661-4667
Main Authors: Sakai, Takaaki, Hirashima, Shin-ichi, Yamashita, Yoshifumi, Arai, Ryoga, Nakashima, Kosuke, Yoshida, Akihiro, Koseki, Yuji, Miura, Tsuyoshi
Format: Article
Language:English
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Summary:Asymmetric direct vinylogous aldol reactions of furan-2­(5H)-one with aldehydes in the presence of a catalytic amount of novel squaramide–sulfonamide organocatalyst resulted in the corresponding addition products with high to excellent enantioselectivities. This is the first successful report illustrating an example of highly stereoselective reactions using a squaramide–sulfonamide organocatalyst.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b00287