DISPIROKETALS IN SYNTHESIS .13. FUNCTIONALIZED DISPIROKETALS AS NEW CHIRAL AUXILIARIES - HIGHLY STEREOSELECTIVE DIELS-ALDER REACTIONS USING A BIFUNCTIONAL, C-2-SYMMETRICAL CHIRAL AUXILIARY

被引:14
作者
BEZUIDENHOUDT, BCB [1 ]
CASTLE, GH [1 ]
GEDEN, JV [1 ]
LEY, SV [1 ]
机构
[1] UNIV CAMBRIDGE,DEPT CHEM,CAMBRIDGE CB1 2EW,ENGLAND
关键词
D O I
10.1016/0040-4039(94)85339-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly selective, asymmetric, Lewis acid catalysed Diels-Alder reactions are reported with a bifunctional, C-2-symmetrical diacrylate derivative obtained from a chiral auxiliary based on dihydroxylated dispiroketals.
引用
收藏
页码:7451 / 7454
页数:4
相关论文
共 3 条
[1]   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
[2]   ALPHA,BETA-UNSATURATED OXAZOLINES, A POWERFUL TOOL IN ASYMMETRIC DIELS-ALDER CYCLOADDITIONS [J].
KOUKLOVSKY, C ;
POUILHES, A ;
LANGLOIS, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (18) :6672-6679
[3]   SYNTHESES AND CHIROPTICAL PROPERTIES OF (+)-2-BRENDANONE AND ITS ANALOGS [J].
NAKAZAKI, M ;
NAEMURA, K ;
KONDO, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 44 (01) :16-20