Catalytic asymmetric Diels-Alder reactions of α-thioacrylates for the preparation of norbornenone

被引:31
|
作者
Aggarwal, VK [1 ]
Anderson, ES
Jones, DE
Obierey, KB
Giles, R
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
[2] SmithKline Beecham, Tonbridge TN11 9AN, Kent, England
关键词
D O I
10.1039/a805366i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cu-II-bisoxazoline complexes catalyse the asymmetric Diels-Alder cycloaddition of alpha-thioacrylates with cyclopentadiene to give the cycloadducts in up to 92% yield, 88% de and >95% ee for the endo product; deprotection gives good yields of (1S,4S)-norbornenone with high enantioselectivity.
引用
收藏
页码:1985 / 1986
页数:2
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