Diastereoselective aziridination of chiral α-carbonyl enoates

被引:28
作者
Fioravanti, S [1 ]
Morreale, A [1 ]
Pellacani, L [1 ]
Tardella, PA [1 ]
机构
[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy
关键词
D O I
10.1021/jo025670x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nosyloxycarbamates very efficiently aziridinate optically active a-carbonyl enoates with high levels of diastereoselectivity under mild conditions and in a straightforward process.
引用
收藏
页码:4972 / 4974
页数:3
相关论文
共 28 条
[21]   Crystal structure of human DT-diaphorase: A model for interaction with the cytotoxic prodrug 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954) [J].
Skelly, JV ;
Sanderson, MR ;
Suter, DA ;
Baumann, U ;
Read, MA ;
Gregory, DSJ ;
Bennett, M ;
Hobbs, SM ;
Neidle, S .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (21) :4325-4330
[22]  
Stamm H, 1999, J PRAK CHEM-CHEM ZTG, V341, P319, DOI 10.1002/(SICI)1521-3897(199905)341:4<319::AID-PRAC319>3.3.CO
[23]  
2-0
[24]  
TANNER D, 1994, ANGEW CHEM INT EDIT, V33, P599, DOI 10.1002/anie.199405991
[25]  
Tanner D., 1994, ANGEW CHEM INT EDIT, V106, P625
[26]   EPC SYNTHESIS OF 5-SUBSTITUTED 2-OXO-CYCLOPENTANECARBOXYLATES VIA CONJUGATE ADDITION OF CUPRATES TO ASYMMETRIC SHIELDED 2-OXO-CYCLOPENTENECARBOXYLATES [J].
URBAN, E ;
KNUHL, G ;
HELMCHEN, G .
TETRAHEDRON LETTERS, 1995, 36 (40) :7229-7232
[27]   ENANTIOMERICALLY PURE 6-SUBSTITUTED 2-OXO-CYCLOHEXANECARBOXYLATES BY CONJUGATE ADDITION OF CUPRATES TO ASYMMETRIC SHIELDED 2-OXO-CYCLOHEXENECARBOXYLATES [J].
URBAN, E ;
RIEHS, G ;
KNUHL, G .
TETRAHEDRON, 1995, 51 (41) :11149-11164
[28]   ASYMMETRIC INDUCTION IN MN(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS OF PHENYLMENTHYL ACETOACETATES AND 2,5-DIMETHYLPYRROLIDINE ACETOACETAMIDES [J].
ZHANG, QW ;
MOHAN, RM ;
COOK, L ;
KAZANIS, S ;
PEISACH, D ;
FOXMAN, BM ;
SNIDER, BB .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7640-7651