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Stereoselective conjugate addition of ketones to alkylidene malonates using thiourea‐sulfonamide organocatalyst.

Authors :
Kawada, Masahiro
Nakashima, Kosuke
Hirashima, Shin‐ichi
Sakagami, Toru
Koseki, Yuji
Miura, Tsuyoshi
Source :
Chirality. Nov2018, Vol. 30 Issue 11, p1215-1224. 10p.
Publication Year :
2018

Abstract

In this study, stereoselective conjugate addition of ketones to alkylidene malonates using organocatalyst has been developed. The reaction in the presence of 20 mol% of a novel thiourea‐sulfonamide organocatalyst afforded conjugate adducts in moderate to high yields (up to 81%) under mild reaction conditions. Excellent diastereoselectivity (up to 98:2 dr) and enantioselectivity (up to 88% ee) were achieved. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
08990042
Volume :
30
Issue :
11
Database :
Academic Search Index
Journal :
Chirality
Publication Type :
Academic Journal
Accession number :
132424849
Full Text :
https://doi.org/10.1002/chir.23015