Lanthanide triflates catalyze Mn(III)-based oxidative radical cyclization reactions. Enantioselective synthesis of (-)-triptolide, (-)-triptonide, and (+)-triptophenolide

被引:76
作者
Yang, D [1 ]
Ye, XY [1 ]
Gu, S [1 ]
Xu, M [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Pokfulam Rd, Hong Kong, Peoples R China
关键词
D O I
10.1021/ja9901664
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:5579 / 5580
页数:2
相关论文
共 34 条
[1]   TOTAL SYNTHESIS OF TRIPTOLIDE AND TRIPTONIDE [J].
BUCKANIN, RS ;
CHEN, SJ ;
FRIEZE, DM ;
SHER, FT ;
BERCHTOLD, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) :1200-1201
[2]  
Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P1126, DOI 10.1002/(SICI)1521-3773(19980504)37:8<1126::AID-ANIE1126>3.0.CO
[3]  
2-0
[4]  
Curran D. P., 1996, STEREOCHEMISTRY RADI
[5]  
Deng F X, 1982, Yao Xue Xue Bao, V17, P146
[6]   MANGANESE(III)-BASED OXIDATIVE FREE-RADICAL TANDEM AND TRIPLE CYCLIZATIONS [J].
DOMBROSKI, MA ;
KATES, SA ;
SNIDER, BB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) :2759-2767
[7]   Stereoselective radical carbon-carbon bond forming reactions of beta-alkoxy esters: Atom and group transfer allylations under bidentate chelation controlled conditions [J].
Guindon, Y ;
Guerin, B ;
Chabot, C ;
Ogilvie, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (50) :12528-12535
[8]   STEREOSELECTIVE CHELATION-CONTROLLED REDUCTION OF ALPHA-IODO-BETA-ALKOXY ESTERS UNDER RADICAL CONDITIONS [J].
GUINDON, Y ;
LAVALLEE, JF ;
LLINASBRUNET, M ;
HORNER, G ;
RANCOURT, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9701-9702
[9]   BIOMIMETIC POLYENE CYCLIZATIONS - ASYMMETRIC INDUCTION IN CYCLIZATION OF A DIENIC ACETAL [J].
JOHNSON, WS ;
HARBERT, CA ;
RATCLIFFE, BE ;
STIPANOVIC, RD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (20) :6188-6193
[10]   LANTHANIDE TRIFLATES AS WATER-TOLERANT LEWIS-ACIDS - ACTIVATION OF COMMERCIAL FORMALDEHYDE SOLUTION AND USE IN THE ALDOL REACTION OF SILYL ENOL ETHERS WITH ALDEHYDES IN AQUEOUS-MEDIA [J].
KOBAYASHI, S ;
HACHIYA, I .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) :3590-3596