Diastereoselective Alkylations of Oxazolidinone Glycolates:  A Useful Extension of the Evans Asymmetric Alkylation

Autor: Crimmins, M. T., Emmitte, K. A., Katz, J. D.
Zdroj: Organic Letters; July 2000, Vol. 2 Issue: 14 p2165-2167, 3p
Abstrakt: The diastereoselective alkylation of glycolate oxazolidinones has been demonstrated as a method for the enantioselective preparation of α-alkoxy carboxylic acid derivatives and selectively protected 1,2-diols. Various protecting groups on the glycolate hydroxyl and multiple substitution patterns on allylic iodides are tolerated in the alkylation. Yields for the alkylations are typically 70−85% with diastereoselectivities of >98:2.
Databáze: Supplemental Index