Enantioselective Synthesis, Configurational Stability, and Reactivity of Lithium α??tert??Butylsulfonyl Carbanion Salts

…, D Özdemir, G Raabe, C Vermeeren…

Index: Scholz, Roland; Hellmann, Gunther; Rohs, Susanne; Oezdemir, Diana; Raabe, Gerhard; Vermeeren, Cornelia; Gais, Hans-Joachim European Journal of Organic Chemistry, 2010 , # 24 p. 4588 - 4616

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Citation Number: 11

Abstract

Abstract The reactions of enantiopure S-tert-butyl sulfones of the type R 1 CH (R 2) SO 2 tBu (≥ 99% ee) with lithiumorganyl compounds gave the corresponding chiral α-sulfonyl carbanion salts [R 1 C (R 2) SO 2 tBu] Li with≥ 94% ee. The enantioselectivity of the deprotonation of the phenyl-but not dialkyl-substituted sulfones is strongly dependent on the nature of the lithiumorganyl. Because of this observation and the strong decrease in ...