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Chiral, bisfunctionalization of substrates: a powerful strategy for the asymmetric synthesis of C2 symmetric compounds and its application to the synthesis of enantiomerically pure trans-1,3-dithiane 1,3-dioxide

Authors :
Aggarwal, Varinder K.
Evans, Graham
Moya, Eduardo
Dowden, James
Source :
Journal of Organic Chemistry. Nov 20, 1992, Vol. 57 Issue 24, p6390, 2 p.
Publication Year :
1992

Abstract

Chiral, bisfunctionalization of precursor molecules is an effective technique in the synthesis of compounds symmetric with reference to carbon 2 with high enantiomeric excess. The process requires the external addition of two asymmetric centers and allow the asymmetric reactions to occur at the same time. It is necessary to to have fine reagent control to promote the generation of products which are optically active. Further studies reveal that the Modena oxidation method is better than the Kagan protocol in the preparation of a dithiane dioxide utilizing chiral, bisfunctionalized precursor molecules.

Details

ISSN :
00223263
Volume :
57
Issue :
24
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.13962942