Tetrahedron

Ligand exchange reaction of sulfoxides in organic synthesis: A novel method for generation of magnesium enolates and its application to synthesis of [α]- …

T Satoh, Y Kitoh, K Onda, K Takano, K Yamakawa

Index: Satoh; Kitoh; Onda; Takano; Yamakawa Tetrahedron, 1994 , vol. 50, # 17 p. 4957 - 4972

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Citation Number: 22

Abstract

A new method for synthesis of α-halo (C1, F) carboxylic acid derivatives and α- haloaldehydes is described. α-Halo-α-sulfinyl carboxylic acid, esters, and α-halo-α-sulfinyl aldehydes were easily prepared from aryl l-haloalkyl sulfoxides and alkyl chloroformate and ethyl formate, respectively, in good yields. α-Chloro-α-sulfinyl amides were synthesized from (p-tolylthio) acetic acid. Ligand exchange reaction of the sulfinyl group of these acids, ...