Enantioselective synthesis of either enantiomer of α-alkyl-α-hydroxy-α-phenylacetic acids using chiral auxiliaries

被引:12
作者
Pérez-Estrada, S
Lagunas-Rivera, S
Vargas-Díaz, ME
Velázquez-Ponce, P
Joseph-Nathan, P
Zepeda, LG
机构
[1] Inst Politecn Nacl, Escuela Nacl Ciencias Biol, Dept Quim Organ, Mexico City 11340, DF, Mexico
[2] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
关键词
D O I
10.1016/j.tetasy.2005.03.032
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The enantioselective synthesis of either enantiomer of of alpha-alkyl-alpha-hydroxy-alpha-phenylacetic acids was achieved by using 2-acyloxathianes 1a-c and the mixed acyl-S,O-acetals 7 and 8 as chiral auxiliaries, which can straightforwardly be prepared from (1R)-(-)-myrtenal. This procedure allowed the preparation of the title compounds in >95% enantiomeric excess (ee). (C) 2005 Published by Elsevier Ltd.
引用
收藏
页码:1837 / 1843
页数:7
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