ENANTIOSELECTIVE SYNTHESIS OF EPISULFIDE ANALOGS OF L-METHIONINE

被引:11
作者
GUILLERM, D
GUILLERM, G
机构
[1] Laboratoire de Chimie Bioorganique associé au CNRS, Université de Reims Champagne-Ardenne, UFR Sciences, 51062 Reims
关键词
D O I
10.1016/S0040-4039(00)61185-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel functionalized aminoacid analogues of L-methionine were prepared stereoselectively in three steps via iodolactonization of (S)-trans and (S)-cis crotylglycines.
引用
收藏
页码:5047 / 5050
页数:4
相关论文
共 15 条
[1]   REVERSAL OF TOXICITY OF 1-AMINOCYCLOPENTANECARBOXYLIC ACID BY VALINE IN ESCHERICHIA COLI [J].
ABSHIRE, CJ ;
PINEAU, R .
CANADIAN JOURNAL OF BIOCHEMISTRY, 1967, 45 (10) :1637-&
[2]   THE REACTION OF EPOXIDES WITH THIOUREA [J].
BORDWELL, FG ;
ANDERSEN, HM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (20) :4959-4962
[3]  
CANTONI GL, 1953, J BIOL CHEM, V204, P403
[4]   KINETIC RESOLUTION OF UNNATURAL AND RARELY OCCURRING AMINO-ACIDS - ENANTIOSELECTIVE HYDROLYSIS OF N-ACYL AMINO-ACIDS CATALYZED BY ACYLASE-I [J].
CHENAULT, HK ;
DAHMER, J ;
WHITESIDES, GM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6354-6364
[5]  
COULTER AW, 1974, MOL PHARMACOL, V10, P293
[6]  
HOFFMAN RM, 1985, ANTICANCER RES, V5, P1
[7]  
Lombardini J B, 1970, Adv Enzyme Regul, V9, P349, DOI 10.1016/S0065-2571(71)80054-7
[8]   AN EFFICIENT ROUTE TO 1,3-AMINO HYDROXYL SYSTEM VIA ELECTROPHILIC LACTONIZATION OF 2-AMINO-4-PENTENOIC ACID-DERIVATIVES - STEREOSELECTIVE SYNTHESIS OF (-)-BULGECININE [J].
OHFUNE, Y ;
HORI, K ;
SAKAITANI, M .
TETRAHEDRON LETTERS, 1986, 27 (50) :6079-6082
[9]  
SCHOLLKOPF U, 1982, SYNTHESIS-STUTTGART, P861
[10]   ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES .6. ENANTIOSELECTIVE SYNTHESIS OF (R)-AMINO ACIDS USING L-VALINE AS CHIRAL AGENT [J].
SCHOLLKOPF, U ;
GROTH, U ;
DENG, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (09) :798-799