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.
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页码:107 / 123
页数:17
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