REGIOSELECTIVE ALKYLATION OF THE EXOCYCLIC NITROGEN OF HETEROCYCLIC AMIDINES VIA THE MITSUNOBU REACTION

被引:16
作者
ABARGHAZ, M
KERBAL, A
BOURGUIGNON, JJ
机构
[1] CTR NEUROCHIM,CNRS,PHARMACOCHIM MOLEC LAB,F-67084 STRASBOURG,FRANCE
[2] FAC SCI DHAR EL MEHRAZ,CHIM ORGAN LAB,ATLAS FES,MOROCCO
关键词
D O I
10.1016/0040-4039(95)01304-Z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective alkylation of heterocyclic amidines by means of Mitsunobu reaction leads to L-aminoacid derivatives.
引用
收藏
页码:6463 / 6466
页数:4
相关论文
共 18 条
[1]   METHYLATION OF PROTOMERIC AMBIDENT NUCLEOPHILES WITH METHYL FLUOROSULFONATE - REGIOSPECIFIC REACTION [J].
BEAK, P ;
LEE, JK ;
MCKINNIE, BG .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (07) :1367-1372
[2]   EXPERIMENTAL-EVIDENCE FOR GEOMETRICAL VARIATIONS IN TRANSITION-STATE OF SN2 REACTION [J].
BERG, U ;
GALLO, R ;
METZGER, J ;
CHANON, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (05) :1260-1262
[3]   ALPHA-ALKYLAMINOPYRIDINES AND 1,5-DI-(ALKYL-ALPHA-PYRIDYLAMINO)-PENTANES [J].
BLICKE, FF ;
TSAO, MU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (05) :905-906
[4]   CHIRAL AZOLE DERIVATIVES .2. SYNTHESIS OF ENANTIOMERICALLY PURE 1-ALKYLIMIDAZOLES [J].
CORELLI, F ;
SUMMA, V ;
BROGI, A ;
MONTEAGUDO, E ;
BOTTA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (07) :2008-2015
[5]   AN ABINITIO STUDY OF PROTONATION AND ALKYLATION OF AMINOPYRIDINE [J].
FOSSEY, J ;
LOUPY, A ;
STRZELECKA, H .
TETRAHEDRON, 1981, 37 (10) :1935-1941
[6]   UBER DIE ALKYLIERUNG EINIGER AMINOHETEROCYCLEN UND DIE UMLAGERUNG HETEROCYCLISCHER IMINE IN AMINE [J].
GOERDELER, J ;
ROTH, W .
CHEMISCHE BERICHTE-RECUEIL, 1963, 96 (02) :534-&
[7]   SYNTHETIC ROUTES TO NUCLEOSIDE ANALOGS OF N-SUBSTITUTED 1,3-THIAZOLIDINES [J].
IWAKAWA, M ;
PINTO, BM ;
SZAREK, WA .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (03) :326-335
[8]  
MAGHIOROS G, 1983, NOUV J CHIM, V7, P667
[9]  
MAGIDSON O, BER, V59, P1209
[10]   STEREOSPECIFIC AND STEREOSELECTIVE REACTIONS .1. PREPARATION OF AMINES FROM ALCOHOLS [J].
MITSUNOB.O ;
WADA, M ;
SANO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (02) :679-&