Convenient Preparation of Stereochemically Homogeneous 2-Acyl-3-sulfonyl-1,3-oxazolidines and Diastereoselective Grignard Additions to Form Protected Enantiopure 2-Hydroxyalkanals1
- 1 January 1993
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1993 (12) , 921-923
- https://doi.org/10.1055/s-1993-22653
Abstract
Enantiomerically pure, protected 2-hydroxyalkanals are obtained by highly diastereoselective addition of Grignard reagents onto 2-acyl-3-arenesulfonyl-1,3-oxazolidines. The ketones are readily prepared from the appropriate 2-methoxy-1,3-oxazolidines via the 2-cyano derivatives again by Grignard addition. Several options are offered in order to direct the configuration of the newly formed stereocenter.Keywords
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