Diastereoselective conjugate reduction with samarium diiodide:: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate

被引：23

作者：

Davies, SG ^{[1
]}

Rodríguez-Solla, H ^{[1
]}

Tamayo, JA ^{[1
]}

Garner, AC ^{[1
]}

Smith, AD ^{[1
]}

机构：

[1] Univ Oxford, Dept Organ Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 21期

关键词：

D O I：

10.1039/b408257e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly diastereoselective conjugate reduction using SmI2 and D2O has been demonstrated on a homochiral benzylidene diketopiperazine template, giving methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate 12 in 93% de and 90% ee after deprotection, hydrolysis and N-acetylation.

引用

页码：2502 / 2503

页数：2

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