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Synthesis of 2,3,4Trisubstituted Thiochromanes using an Organocatalytic Enantioselective Tandem Michael–Henry Reaction

Authors :
Dodda, Rajasekhar
Goldman, JoshuaJ.
Mandal, Tanmay
Zhao, CongGui
Broker, GrantA.
Tiekink, Edward R.T.
Source :
Advanced Synthesis & Catalysis; March 2008, Vol. 350 Issue: 4 p537-541, 5p
Publication Year :
2008

Abstract

Enantioenriched 2,3,4trisubstituted thiochromanes have been synthesized by using a cupreinecatalyzed tandem Michael addition–Henry reaction between 2mercaptobenzaldehydes and βnitrostyrenes. Good diastereoselectivities and enantioselectivities were obtained for the title compounds, which may be further improved through a single recrystallization up to 98% deand>99% ee.

Details

Language :
English
ISSN :
16154150 and 16154169
Volume :
350
Issue :
4
Database :
Supplemental Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Periodical
Accession number :
ejs13887889
Full Text :
https://doi.org/10.1002/adsc.200700331