New C-2-symmetric chiral ketones for catalytic asymmetric epoxidation of unfunctionalized olefins

被引:72
作者
Song, CE [1 ]
Kim, YH [1 ]
Lee, KC [1 ]
Lee, S [1 ]
Jin, BW [1 ]
机构
[1] CHONG KUN DANG CORP, GURO GU, SEOUL, SOUTH KOREA
关键词
D O I
10.1016/S0957-4166(97)00352-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Using new C-2-symmetric chiral ketones 4 and 6 as precursors for chiral dioxiranes generated in situ, the asymmetric epoxidation of olefins has been achieved in moderate ee. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2921 / 2926
页数:6
相关论文
共 19 条
[1]  
[Anonymous], ORGANIC PEROXIDES
[2]   Evidence that a dioxirane is not responsible for alkene epoxidation in a ketone-Oxone(R) system [J].
Armstrong, A ;
Clarke, PA ;
Wood, A .
CHEMICAL COMMUNICATIONS, 1996, (07) :849-850
[3]  
AUDIER HE, 1996, J B SOC CHIM FR, P2811
[4]   STEREOCHEMISTRY OF ADDITIONS OF ACIDS TO STILBENE AND STYRENE OXIDES [J].
BERTI, G ;
BOTTARI, F ;
FERRARIN.PL ;
MACCHIA, B .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (12) :4091-&
[5]   EPOXIDATION WITH DIOXIRANES DERIVED FROM 2-FLUORO-2-SUBSTITUTED-1-TETRALONES AND 2-FLUORO-2-SUBSTITUTED-1-INDANONES [J].
BROWN, DS ;
MARPLES, BA ;
SMITH, P ;
WALTON, L .
TETRAHEDRON, 1995, 51 (12) :3587-3606
[6]   REGIOSELECTIVE AND ENANTIOSELECTIVE CATALYTIC EPOXIDATION OF CONJUGATED POLYENES - FORMAL SYNTHESIS OF LTA(4) METHYL-ESTER [J].
CHANG, S ;
LEE, NH ;
JACOBSEN, EN .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :6939-6941
[7]   ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED ALKENES USING DIOXIRANES GENERATED IN-SITU [J].
CURCI, R ;
D'ACCOLTI, L ;
FIORENTINO, M ;
ROSA, A .
TETRAHEDRON LETTERS, 1995, 36 (32) :5831-5834
[8]   ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED ALKENES BY DIOXIRANE INTERMEDIATES GENERATED FROM POTASSIUM PEROXOMONOSULPHATE AND CHIRAL KETONES [J].
CURCI, R ;
FIORENTINO, M ;
SERIO, MR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (03) :155-156
[9]   DIOXIRANE OXIDATIONS - TAMING THE REACTIVITY-SELECTIVITY PRINCIPLE [J].
CURCI, R ;
DINOI, A ;
RUBINO, MF .
PURE AND APPLIED CHEMISTRY, 1995, 67 (05) :811-822
[10]  
CURCI R, 1990, ADV OXYGENATED PROCE, V2, P1