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 5 条

[1] SYNTHESIS OF N-SUBSTITUTED AZIRIDINE-2-CARBOXYLATES
BERNSTEIN, Z
BENISHAI, D
TETRAHEDRON, 1977, 33 (08) : 881 - 883
[2] Cycloaddition of N-substituted imines of trifluoropyruvate with diazomethane: Efficient synthesis of 2-(trifluoromethyl)aziridine-2-carboxylates
Rassukana, Yuliya V.
Bezgubenko, Ludmyla V.
Onys'ko, Petro P.
Synytsya, Anatoly D.
JOURNAL OF FLUORINE CHEMISTRY, 2013, 148 : 14 - 18
[3] Formation of 3-pyrrolin-2-one or imidazolidine derivatives by slow dimerization of N-substituted aziridine-2-carboxylates
Tomilov, YV
Okonnishnikova, GP
Shulishov, EV
Korolev, VA
RUSSIAN CHEMICAL BULLETIN, 2005, 54 (04) : 1052 - 1056
[4] Formation of 3-pyrrolin-2-one or imidazolidine derivatives by slow dimerization of N-substituted aziridine-2-carboxylates
Yu. V. Tomilov
G. P. Okonnishnikova
E. V. Shulishov
V. A. Korolev
Russian Chemical Bulletin, 2005, 54 : 1052 - 1056
[5] Synthesis of orthogonally protected azalanthionines (lanazanines) by sequential ring-opening of N-substituted aziridine 2-carboxylates
O'Brien, Keith
Proinsias, Keith O.
Kelleher, Fintan
TETRAHEDRON LETTERS, 2013, 54 (19) : 2395 - 2397

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