CONVERSION OF ALPHA-AMINOCARBOXYLIC ACIDS TO ALPHA-AMINOPHOSPHONIC ACIDS

被引:46
作者
CORCORAN, RC
GREEN, JM
机构
关键词
D O I
10.1016/S0040-4039(00)97182-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Naturally occurring α-amino acids may be converted to their phosphonate analogues in good yield by oxidative decarboxylation with lead tetraacetate, followed by reaction with (MeO)3P and TiCl4. © 1990.
引用
收藏
页码:6827 / 6830
页数:4
相关论文
共 14 条
[1]   DIASTEREOSELECTIVITY IN THE ALKYLATION OF CHIRAL 2-AMINOMETHYL-1,3,2-DIOXAPHOSPHORINANE 2-OXIDES [J].
BARTLETT, PA ;
MCLAREN, KL .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1987, 33 (1-2) :1-14
[2]  
Engel R., 1988, ORG REACTIONS, V36, P176
[3]   PHOSPHORUS AMINO-ACID-ANALOGS AS INHIBITORS OF LEUCINE AMINOPEPTIDASE [J].
GIANNOUSIS, PP ;
BARTLETT, PA .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (09) :1603-1609
[4]   THE OXIDATIVE DECARBOXYLATION OF N-AROYLGLYCINES TO N-(ACETOXYMETHYL)BENZAMIDES AND N-FORMYLBENZAMIDES WITH LEAD(IV) ACETATE [J].
GLEDHILL, AP ;
MCCALL, CJ ;
THREADGILL, MD .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3196-3201
[5]   BIOSYNTHESIS OF NICOTINE IN NICOTIANA GLUTINOSA FROM CARBON-14 DIOXIDE . LABELING PATTERN IN PYRROLIDINE RINGS [J].
LIEBMAN, AA ;
MUNDY, BP ;
RAPOPORT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (03) :664-+
[6]  
NEEDLES HL, 1967, CHEM IND-LONDON, P581
[7]  
Redmore D., 1976, TOP PHOSPHORUS CHEM, V8, P515
[8]   SYNTHESIS OF PHOSPHONIC ACID-DERIVATIVES BY OXIDATIVE ACTIVATION OF PHOSPHINATE ESTERS [J].
SAMPSON, NS ;
BARTLETT, PA .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4500-4503
[9]  
SCHRADER T, 1989, SYNTHESIS-STUTTGART, P97
[10]   ELECTROCHEMICAL DECARBOXYLATION OF L-THREONINE AND OLIGOPEPTIDE DERIVATIVES WITH FORMATION OF N-ACYL-N,O-ACETALS - PREPARATION OF OLIGOPEPTIDES WITH AMIDE OR PHOSPHONATE C-TERMINUS [J].
SEEBACH, D ;
CHARCZUK, R ;
GERBER, C ;
RENAUD, P ;
BERNER, H ;
SCHNEIDER, H .
HELVETICA CHIMICA ACTA, 1989, 72 (03) :401-425