Synthesis of enantiomerically pure threo 1-alkyl-2-benzyloxy-propylamines

被引：18

作者：

SolladieCavallo, A

Bonne, F

机构：

[1] Lab. Stereochim. Organometallique A., EHIC, 67008 Strasbourg, 1, rue Blaise Pascal

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 01期

关键词：

D O I：

10.1016/0957-4166(95)00433-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pure (1S,2S)-1-Butyl- and (1S,2S)-1-isobutyl-2-benzyloxy-propylamine have been synthesized in 5 steps and 62% overall yield from (S)-ethyl lactate. It was found that BuLi and i-BuMgBr add readily and diastereoselectively (d.e. > 96%) to alpha-benzyloxypropionaldehyde dimethylhydrazone and that hydrogenolysis proceeds in high yield and without epimerization.

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页码：171 / 180

页数：10

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