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

页码：8431 / 8434

页数：4

共 26 条

[1] SYNTHESIS AND ANTITUMOR-ACTIVITY OF NOVEL 6-ALKYL-6-DEMETHYLMITOMYCINS
ARAI, H
KANDA, Y
ASHIZAWA, T
MORIMOTO, M
GOMI, K
KONO, M
KASAI, M
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (12) : 1805 - 1809
[2] STEREOSELECTIVE SYNTHESIS OF A 1-AZABICYCLO[3.1.0]HEX-2-YLIDENE DEHYDROAMINO ACID-DERIVATIVE RELATED TO THE AZINOMYCIN ANTITUMOR ANTIBIOTICS
ARMSTRONG, RW
MORAN, EJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) : 371 - 372
[3] NUCLEOPHILIC RING-OPENING OF AZIRIDINE-2-CARBOXYLATES WITH WITTIG REAGENTS - AN ENANTIOEFFICIENT SYNTHESIS OF UNSATURATED AMINO-ACIDS
BALDWIN, JE
ADLINGTON, RM
ROBINSON, NG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (03) : 153 - 155
[4] AMINO-ACID SYNTHESIS VIA RING-OPENING OF N-SULFONYL AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS
BALDWIN, JE
SPIVEY, AC
SCHOFIELD, CJ
SWEENEY, JB
[J]. TETRAHEDRON, 1993, 49 (28) : 6309 - 6330
[5] THE RING-OPENING OF AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS
BALDWIN, JE
ADLINGTON, RM
ONEIL, IA
SCHOFIELD, C
SPIVEY, AC
SWEENEY, JB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) : 1852 - 1854
[6] SYNTHESIS OF N-SUBSTITUTED AZIRIDINE-2-CARBOXYLATES
BERNSTEIN, Z
BENISHAI, D
[J]. TETRAHEDRON, 1977, 33 (08) : 881 - 883
[7] BODENAN J, 1992, SYNTHESIS-STUTTGART, P288
[8] SYNTHESIS OF ALPHA-AMINO-ACIDS BY RING-OPENING OF AZIRIDINE-2-CARBOXYLATES WITH CARBON NUCLEOPHILES
CHURCH, NJ
YOUNG, DW
[J]. TETRAHEDRON LETTERS, 1995, 36 (01) : 151 - 154
[9] SYNTHESIS OF THE AZIRIDINO[1,2-A]PYRROLIDINE SUBSTRUCTURE OF THE ANTITUMOR AGENTS AZINOMYCIN-A AND AZINOMYCIN-B
COLEMAN, RS
CARPENTER, AJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) : 5813 - 5815
[10] ASYMMETRIC-SYNTHESIS AND REACTIONS OF CIS-N-(P-TOLUENESULFINYL)AZIRIDINE-2-CARBOXYLIC ACIDS
DAVIS, FA
ZHOU, P
REDDY, GV
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) : 3243 - 3245

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