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Direct Sulfide-Catalyzed Enantioselective Cyclopropanations of Electron-Deficient Dienes and Bromides.

Authors :
Li QZ
Zhang X
Zeng R
Dai QS
Liu Y
Shen XD
Leng HJ
Yang KC
Li JL
Source :
Organic letters [Org Lett] 2018 Jun 15; Vol. 20 (12), pp. 3700-3704. Date of Electronic Publication: 2018 Jun 06.
Publication Year :
2018

Abstract

A catalytic highly regioselective, diastereoselective, and enantioselective cyclopropanation of electron-deficient dienes and bromides via direct sulfide organocatalysis is reported. A variety of vinylcyclopropanes featuring a quaternary chiral center were synthesized in up to 99% yield and up to 98:2 enantiomeric ratio (er). These products could be facilely transformed to various interesting molecules with great structural diversity.

Details

Language :
English
ISSN :
1523-7052
Volume :
20
Issue :
12
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
29874079
Full Text :
https://doi.org/10.1021/acs.orglett.8b01537