REGIOSPECIFIC REDUCTIVE RING-CLEAVAGE OF N-SUBSTITUTED AZIRIDINE-2-CARBOXYLATES AND AN AZIRIDINE-2-METHANOL VIA CATALYTIC-HYDROGENATION USING PD AS A CATALYST

被引：66

作者：

LIM, YH ^{[1
]}

LEE, WK ^{[1
]}

机构：

[1] SOGANG UNIV, DEPT CHEM, SEOUL 121742, SOUTH KOREA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 46期

关键词：

D O I：

10.1016/0040-4039(95)01814-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regiospecific reductive ring cleavage was accomplished in the reaction of N-alpha-methylbenzyl substituted aziridine-2-carboxylate and aziridine-2-methanol under a catalytic hydrogenation condition, The regiospecificity was determined by the substituent at C-2.

引用

收藏

页码：8431 / 8434

页数：4

相关论文

共 26 条

[11]

DODD RH, 1995, J ORG CHEM, V60, P2035

[12] BIS(OXAZOLINE) COPPER-COMPLEXES AS CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS [J].

EVANS, DA ;

FAUL, MM ;

BILODEAU, MT ;

ANDERSON, BA ;

BARNES, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5328-5329

[13]

FUJII N, 1994, CHEM PHARM BULL, V42, P2241

[14]

KASAI M, 1992, SYNLETT, P778

[15]

LEGTERS J, 1992, RECL TRAV CHIM PAY B, V111, P59

[16] SYNTHESIS OF FUNCTIONALIZED PHENYLALANINE DERIVATIVES BY RING-OPENING REACTIONS OF 3-ARYLAZIRIDINE-2-CARBOXYLIC ESTERS [J].

LEGTERS, J ;

THIJS, L ;

ZWANENBURG, B .

RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1992, 111 (01) :16-21

[17] HIGHLY CONVERGENT APPROACH TO THE SYNTHESIS OF THE EPOXY-AMIDE FRAGMENT OF THE AZINOMYCINS [J].

MORAN, EJ ;

ARMSTRONG, RW .

TETRAHEDRON LETTERS, 1991, 32 (31) :3807-3810

[18] STUDIES ON 2-AZIRIDINECARBOXYLIC ACID .3. REACTION OF 1-ACYL-2-AZIRIDINECARBOXYLIC ACID PEPTIDE WITH AMINES [J].

NAKAJIMA, K ;

TANAKA, T ;

MORITA, K ;

OKAWA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (01) :283-284

[19] STUDIES ON 2-AZIRIDINECARBOXYLIC ACID .9. CONVENIENT SYNTHESIS OF OPTICALLY-ACTIVE S-ALKYLCYSTEINE, THREO-S-ALKYL-BETA-METHYLCYSTEINE, AND LANTHIONINE DERIVATIVES VIA THE RING-OPENING REACTION OF AZIRIDINE BY SEVERAL THIOLS [J].

NAKAJIMA, K ;

ODA, H ;

OKAWA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (02) :520-522

[20] STUDIES ON 2-AZIRIDINECARBOXYLIC ACID .6. SYNTHESIS OF BETA-ALKOXY-ALPHA-AMINO ACIDS VIA RING-OPENING REACTION OF AZIRIDINE [J].

NAKAJIMA, K ;

NEYA, M ;

YAMADA, S ;

OKAWA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (09) :3049-3050