New and highly enantioselective catalysts for the rearrangement of meso-epoxides into chiral allylic alcohols

被引:88
作者
Södergren, MJ [1 ]
Andersson, PG [1 ]
机构
[1] Uppsala Univ, Inst Chem, Dept Organ Chem, S-75121 Uppsala, Sweden
关键词
D O I
10.1021/ja982381a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:10760 / 10761
页数:2
相关论文
共 32 条
[1]   THE DIRECT SYNTHESIS OF THE CYCLIC SULPHAMIDATE OF (S)-PROLINOL - SIMULTANEOUS N-PROTECTION AND ACTIVATION TOWARDS NUCLEOPHILIC DISPLACEMENT OF OXYGEN [J].
ALKER, D ;
DOYLE, KJ ;
HARWOOD, LM ;
MCGREGOR, A .
TETRAHEDRON-ASYMMETRY, 1990, 1 (12) :877-880
[2]   (1S,3R,4R)-2-azanorbornylmethanol, an efficient ligand for ruthenium-catalyzed asymmetric transfer hydrogenation of ketones [J].
Alonso, DA ;
Guijarro, D ;
Pinho, P ;
Temme, O ;
Andersson, PG .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (08) :2749-2751
[3]   ZNBR2-MEDIATED HIGHLY DIASTEREOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO ALPHA-BENZYLOXY ALDEHYDES [J].
ASAMI, M ;
KIMURA, R .
CHEMISTRY LETTERS, 1985, (08) :1221-1222
[4]   A novel highly effective chiral lithium amide for catalytic enantioselective deprotonation of meso-epoxides [J].
Asami, M ;
Suga, T ;
Honda, K ;
Inoue, S .
TETRAHEDRON LETTERS, 1997, 38 (36) :6425-6428
[5]   CATALYTIC ENANTIOSELECTIVE DEPROTONATION OF MESO-EPOXIDES BY THE USE OF CHIRAL LITHIUM AMIDE [J].
ASAMI, M ;
ISHIZAKI, T ;
INOUE, S .
TETRAHEDRON-ASYMMETRY, 1994, 5 (05) :793-796
[6]   RECONFIRMATION OF HIGH ENANTIOMERIC EXCESSES IN THE ENANTIOSELECTIVE TRANSFORMATION OF MESO-EPOXIDES [J].
ASAMI, M ;
INOUE, S .
TETRAHEDRON, 1995, 51 (43) :11725-11730
[8]   AN ASYMMETRIC-SYNTHESIS OF (-)-CARBOVIR [J].
ASAMI, M ;
TAKAHASHI, J ;
INOUE, S .
TETRAHEDRON-ASYMMETRY, 1994, 5 (09) :1649-1652
[9]   Asymmetric transformation of meso-epoxides by chiral lithium amides [J].
Asami, M .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1996, 54 (03) :188-199
[10]   Design, synthesis, and application of chiral nonracemic lithium amide bases in enantioselective deprotonation of epoxides [J].
Bhuniya, D ;
DattaGupta, A ;
Singh, VK .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (18) :6108-6113