HETERO-DIELS-ALDER REACTION INVOLVING (E)-3-(TERT-BUTYLDIMETHYLSILOXY)-1-(2',3',4',6'-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLOXY)BUTA-1,3-DIENE AND P-NITROBENZALDEHYDE

被引:25
作者
LOWE, RF [1 ]
STOODLEY, RJ [1 ]
机构
[1] UNIV MANCHESTER,INST SCI & TECHNOL,DEPT CHEM,MANCHESTER M60 1QD,LANCS,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)73430-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title reaction, when carried out in carbon tetrachloride in the presence of a catalytic amount of Eu(fod)(3), leads mainly to the cis-cycloadduct 6a; the product undergoes isomerisation to its epimer 7a in the presence of the catalyst in dichloromethane.
引用
收藏
页码:6351 / 6354
页数:4
相关论文
共 23 条
[21]   ASYMMETRIC HETERO-DIELS-ALDER REACTION CATALYZED BY CHIRAL ORGANO-ALUMINUM REAGENT [J].
MARUOKA, K ;
ITOH, T ;
SHIRASAKA, T ;
YAMAMOTO, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) :310-312
[22]   DOUBLE ASYMMETRIC-SYNTHESIS AND A NEW STRATEGY FOR STEREOCHEMICAL CONTROL IN ORGANIC-SYNTHESIS [J].
MASAMUNE, S ;
CHOY, W ;
PETERSEN, JS ;
SITA, LR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (01) :1-30
[23]   ASYMMETRIC HETERO-DIELS-ALDER REACTIONS CATALYZED BY NOVEL CHIRAL VANADIUM(IV) BIS(1,3-DIKETONATO) COMPLEXES [J].
TOGNI, A .
ORGANOMETALLICS, 1990, 9 (12) :3106-3113