An alternative approach to (S)-and (R)-2-methylglycidol O-benzyl ether derivatives

A Avenoza, C Cativiela, JM Peregrina, D Sucunza…

Index: Avenoza, Alberto; Cativiela, Carlos; Peregrina, Jesus M.; Sucunza, David; Zurbano, Maria M. Tetrahedron Asymmetry, 2001 , vol. 12, # 9 p. 1383 - 1388

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Citation Number: 25

Abstract

This report describes the gram scale synthesis of (S)-and (R)-2, 2, 4-trimethyl-4- (hydroxymethyl)-1, 3-dioxolanes using the Sharpless asymmetric dihydroxylation (AD) of the Weinreb amide of 2-methyl-2-propenoic acid. The 2-methylglycerol acetonides resultant from protection of the AD products were used as starting materials in the synthesis of O- benzyl ethers of the valuable C4-chiral building blocks (S)-and (R)-2-methylglycidol.

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