A chiral relay auxiliary for the synthesis of homochiral α-amino acids

被引:67
作者
Bull, SD
Davies, SG
Epstein, SW
Leech, MA
Ouzman, JVA
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
[2] Univ Oxford, Chem Crystallog Lab, Oxford OX1 3PD, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 15期
关键词
D O I
10.1039/a803124j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new chiral auxiliary (3S)-N,N'-bis(p-methoxybenzyl)-3-isopropylpiperazine-2,5-dione 7 has been developed for the asymmetric synthesis of a-amino acids. The auxiliary 7 employs a novel chiral relay network based on non-stereogenic N-benzyl protecting groups which enhance the diastereoselectivity observed during alkylation of its C-6 enolate 25.
引用
收藏
页码:2321 / 2330
页数:10
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