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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