Cationic bis(oxazoline)Cu(II) Lewis acid catalysts. Application to the asymmetric synthesis of ent-Delta(1)-tetrahydrocannabinol

被引:61
作者
Evans, DA
Shaughnessy, EA
Barnes, DM
机构
[1] Department of Chemistry, Harvard University, Cambridge
关键词
D O I
10.1016/S0040-4039(97)00609-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Diels-Alder reaction of acryloyl oxazolidinone and 1-acetoxy-3-methylbutadiene is catalyzed by the cationic bis(oxazoline)Cu(II) complex 4 in high enantioselectivity. The cycloadduct is converted to ent-Delta(1)-tetrahydrocannabinol (THC) in four steps. (C) 1997 Elsevier Science Ltd.
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页码:3193 / 3194
页数:2
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