Silyloxy-cope rearrangement of chiral aldol adducts

被引:26
作者
Black, WC
Giroux, A
Greidanus, G
机构
[1] Merck Frosst Ctr. for Therapeut. R., Pointe-Claire-Dorval, Que. H9R 4P8
关键词
D O I
10.1016/0040-4039(96)00904-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The silyloxy-Cope rearrangement of a chiral 1,5-diene generated from aldol condensation proceeds in high yield and selectivity under mild thermal conditions to generate a new stereocenter five atoms removed from the chiral auxiliary. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:4471 / 4474
页数:4
相关论文
共 7 条
[1]  
[Anonymous], J CHEM SOC CHEM COMM
[2]   ABSOLUTE-CONFIGURATION OF 3-PHENYLPYRROLIDINE [J].
BETTONI, G ;
CELLUCCI, C ;
TORTORELLA, V .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (05) :1053-1055
[3]  
DOERING WVE, 1962, TETRAHEDRON, V18, P67
[4]   ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES [J].
EVANS, DA ;
CHAPMAN, KT ;
BISAHA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1238-1256
[5]   ALDOL ADDITION-REACTIONS OF CHIRAL CROTONATE IMIDES [J].
EVANS, DA ;
SJOGREN, EB ;
BARTROLI, J ;
DOW, RL .
TETRAHEDRON LETTERS, 1986, 27 (41) :4957-4960
[6]   ASYMMETRIC 1,4-ADDITION OF ORGANOCUPRATES TO CHIRAL ALPHA,BETA-UNSATURATED N-ACYL-4-PHENYL-2-OXAZOLIDINONES - A NEW APPROACH TO THE SYNTHESIS OF CHIRAL BETA-BRANCHED CARBOXYLIC-ACIDS [J].
NICOLAS, E ;
RUSSELL, KC ;
HRUBY, VJ .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) :766-770
[7]  
WILLIAMS DR, 1994, TETRAHEDRON LETT, P5113