CATALYTIC ENANTIOSELECTIVE DIELS-ALDER ADDITION TO FURAN PROVIDES A DIRECT SYNTHETIC ROUTE TO MANY CHIRAL NATURAL-PRODUCTS

被引:145
作者
COREY, EJ
LOH, TP
机构
[1] Department of Chemistry, Harvard University, Cambridge
关键词
D O I
10.1016/S0040-4039(00)60594-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An oxazaborolidine derived from N-tosyl (alphaS,betaR)-beta-methyltryptophan (1)catalyzes the Diels-Alder reaction of 2-bromoacrolein and furan with 96:4 enantioselectivity, leading to an efficient synthesis of numerous chiral 7-oxabicyclo[2.2.1]heptene derivatives.
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页码:3979 / 3982
页数:4
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