ENANTIOSELECTIVE SYNTHESIS OF HOMOALLYLAMINES AND BETA-AMINO ACIDS VIA NUCLEOPHILIC ALLYLATION OF SAMP/RAMP-HYDRAZONES

被引：0

作者：

ENDERS, D

SCHANKAT, J

KLATT, M

机构：

来源：

SYNLETT | 1994年 / 10期

关键词：

HOMOALLYLAMINES; BETA-AMINO ACIDS; ASYMMETRIC SYNTHESIS; CHIRAL HYDRAZONE; NUCLEOPHILIC ALLYLATION;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleophilic 1,2-addition of an allyl cerium reagent in THF or allyl Grignard reagent in toluene to aldehyde SAMP/RAMP-hydrazones leads to protected homoallylamines and homoallylamino acetals in good yields and high enantiomeric excesses (ee = 90-98%). Subsequent ozonolysis of the double bond and the acetal group affords beta-amino acids and diacids of high enantiomeric purity (ee = 91-93%).

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页码：795 / 797

页数：3

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