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Squaramide–Sulfonamide Organocatalyst for Asymmetric Direct Vinylogous Aldol Reactions

Authors :
Shin-ichi Hirashima
Yuji Koseki
Ryoga Arai
Yoshifumi Yamashita
Akihiro Yoshida
Tsuyoshi Miura
Kosuke Nakashima
Takaaki Sakai
Source :
The Journal of Organic Chemistry. 82:4661-4667
Publication Year :
2017
Publisher :
American Chemical Society (ACS), 2017.

Abstract

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.

Details

ISSN :
15206904 and 00223263
Volume :
82
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....51ef8cbd02157e2b2bcd763aee5d06da
Full Text :
https://doi.org/10.1021/acs.joc.7b00287