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Diastereoselective and enantioselective desymmetrization of α-substituted cyclohexadienones via intramolecular Stetter reaction.

Authors :
Jia MQ
Liu C
You SL
Source :
The Journal of organic chemistry [J Org Chem] 2012 Dec 07; Vol. 77 (23), pp. 10996-1001. Date of Electronic Publication: 2012 Nov 16.
Publication Year :
2012

Abstract

Highly diastereoselective and enantioselective desymmetrization of α-substituted cyclohexadienones via NHC-catalyzed intramolecular Stetter reaction was realized. Amino-indanol derived triazolium salt bearing a C(6)F(5) group was found to be the optimal catalyst precursor in the intramolecular Stetter reaction furnishing tricyclic products bearing multi-stereocenters in up to 96% yield and >99% ee.

Details

Language :
English
ISSN :
1520-6904
Volume :
77
Issue :
23
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
23140505
Full Text :
https://doi.org/10.1021/jo3022555