ASYMMETRIC-SYNTHESIS OF DIETHYL ALPHA-AMINO-ALPHA-ALKYL-PHOSPHONATES BY ALKYLATION OF THE CHIRAL SCHIFF-BASE DERIVED FROM (+)-KETOPINIC ACID AND DIETHYLAMINOMETHYL PHOSPHONATE

被引:29
作者
FERRARI, M [1 ]
JOMMI, G [1 ]
MIGLIERINI, G [1 ]
PAGLIARIN, R [1 ]
SISTI, M [1 ]
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,VIA VENEZIAN 21,I-20133 MILAN,ITALY
关键词
D O I
10.1080/00397919208021082
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alkylation of the chiral Schiff base derived from the condensation of (+)-ketopinic acid and diethyl aminomethylphosphonate followed by hydrolysis affords diethyl (S)-alpha-amino-alpha-alkyl phosphonates with high enantiomeric excesses when benzyl or allyl halides are used in the alkylation step. An improved procedure for the preparation of diethyl aminomethylphosphonate is also reported.
引用
收藏
页码:107 / 123
页数:17
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