SYNTHESIS OF HIGHLY FUNCTIONALIZED 3,4-DIHYDRO-2H-PYRANS BY HIGH-PRESSURE LEWIS-ACID CATALYZED CYCLOADDITION OF ENOL ETHERS AND ALPHA,BETA-UNSATURATED ALDEHYDES

被引:13
作者
VANDENPUT, DAL [1 ]
SCHEEREN, HW [1 ]
机构
[1] CATHOLIC UNIV NIJMEGEN,NSR,CTR MOLEC STRUCT DESIGN & SYNTH,DEPT ORGAN CHEM,6525 ED NIJMEGEN,NETHERLANDS
关键词
D O I
10.1016/0040-4020(95)00449-I
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New highly substituted 3,4-dihydro-2H-pyrans were synthesized with high ENDO selectivity by high pressure hetero Diels Alder reactions of alpha,beta-unsaturated aldehydes and enol ethers in the presence of lanthanide-catalysts. Chiral induction was studied using chiral catalysts, a chiral enol ether and a combination of these chiralities.
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页码:8383 / 8388
页数:6
相关论文
共 13 条
  • [11] JURCZAK J, 1993, SYNLETT, P241
  • [12] TIETZE LF, 1995, LIEBIGS ANN, P1
  • [13] TIETZE LF, 1993, ANGEW CHEM, V105, P1537