Tetrahedron letters

Highly effective diastereodifferentiation of Meso-dicarboxylic anhydrides using sterically congested chiral N-sulfonylaminoalcohols

H Imado, T Ishizuka, T Kunieda

Index: Imado, Hideo; Ishizuka, Tadao; Kunieda, Takehisa Tetrahedron Letters, 1995 , vol. 36, # 6 p. 931 - 934

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Citation Number: 18

Abstract

The differentiation between enantiotopic carbonyl groups of cyclic meso-dicarboxylic anhydrides has been attained with excellent diastereofacial selectivity with an isomer ratio above 99: 1 by treatment with the lithium salts of sterically hindered chiral N-arylsulfonyl-2- aminoalcohols in the presence of hexamethylphosphoric triamide.