Synthesis of Novel Derivatives of (R)-Cysteine and Their Application in Asymmetric Reduction of Prochiral Ketones

Chemical Research in Chinese Universities ›› 2005, Vol. 21 ›› Issue (5): 536-539.

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Synthesis of Novel Derivatives of (R)-Cysteine and Their Application in Asymmetric Reduction of Prochiral Ketones

WANG Hui, PEI Wei-wei, YE Wei-ping

The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China

Received:2004-11-04 Online:2005-09-23 Published:2011-08-06

Abstract

Abstract: Novel chiral β-amino alcohols containing sulfide or sulfonyl groups were synthesized from (R)-cysteine. Their chiral induction in the asymmetric borane reduction of prochiral ketones was investigated. Optically active secondary alcohols with moderate or high e.e. values were obtained, and the causes of different enantioselectivities between these two sulfur-containing chiral β-amino alcohols were researched.

Key words: (R)-Cysteine, Sulfide, Sulfone, Synthesis, Asymmetric reduction

WANG Hui, PEI Wei-wei, YE Wei-ping. Synthesis of Novel Derivatives of (R)-Cysteine and Their Application in Asymmetric Reduction of Prochiral Ketones[J]. Chemical Research in Chinese Universities, 2005, 21(5): 536-539.

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Synthesis of Novel Derivatives of (R)-Cysteine and Their Application in Asymmetric Reduction of Prochiral Ketones

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