Enantioselective Baeyer-Villiger oxidations catalyzed by chiral magnesium complexes

被引：0
作者：
Bolm, C [1 ]
Beckmann, O [1 ]
Cosp, A [1 ]
Palazzi, C [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
来源：
SYNLETT | 2001年 / 09期
关键词：
asymmetric catalysis; Baeyer-Villiger reaction; BINOL; lactones; magnesium; oxidation;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Catalytic enantioselective Baeyer-Villiger oxidations of 3-substituted cyclobutanones with cumene hydroperoxide as oxidant have successfully been performed in the presence of chiral magnesium catalysts. The combination of enantiopure BINOL and a variety of Mg reagents is able to promote the oxidation of ketones with good enantiomeric excesses. MgI2 or MeMgI as metal source were found to give the best enantioselectivities.
引用
收藏
页码：1461 / 1463
页数：3
相关论文
共 54 条
[1]  
ALPHAND V, 1995, ENZYME CATALYSIS ORG, P745
[2]   Copper- and vanadium-catalyzed asymmetric oxidations [J].
Bolm, C ;
Schlingloff, G ;
Bienewald, F .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 117 (1-3) :347-350
[3]   METAL-CATALYZED ENANTIOSPECIFIC AEROBIC OXIDATION OF CYCLOBUTANONES [J].
BOLM, C ;
SCHLINGLOFF, G .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (12) :1247-1248
[4]  
Bolm C, 1997, SYNLETT, P1151
[5]  
Bolm C, 1997, ADV CAT PROCESS, V2, P43
[6]   OPTICALLY-ACTIVE LACTONES FROM A BAEYER-VILLIGER-TYPE METAL-CATALYZED OXIDATION WITH MOLECULAR-OXYGEN [J].
BOLM, C ;
SCHLINGLOFF, G ;
WEICKHARDT, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (18) :1848-1849
[7]  
Bolm C, 2000, CHIRALITY, V12, P523, DOI 10.1002/(SICI)1520-636X(2000)12:5/6<523::AID-CHIR39>3.3.CO
[8]  
2-Q
[9]  
BOLM C, IN PRESS CAN J CHEM
[10]  
Bolm C., 1999, COMPREHENSIVE ASYMME, V2, P803
123456