DANE,E. ROUTE TO ESTRONE REVISITED

被引:27
作者
QUINKERT, G
DELGROSSO, M
BUCHER, A
BATS, JW
DURNER, G
机构
[1] Institut für Organische Chemie der Universität, D 6000 Frankfurt am Main, Niederurseler Hang
关键词
CHIROGENIC DIELS ALDER REACTIONS MEDIATED BY LEWIS ACID;
D O I
10.1016/S0040-4039(00)92705-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chirogenic Diels/Alder reactions of the general pattern AB + D --> ABCD, (i): 2 + 3 --> rac-8a (major) + rac-9a (minor) (85%), (ii): 2 + 10a --> rac-11a (89%), and (iii): 2 + 10b --> rac-11b (90%), now have been accomplished in the presence of Lewis acid, (i): BF3.OEt2, (ii) or (iii): TiCl4. Case (iii) may be used as the initial move towards (+/-)-norgestrel (rac-14).
引用
收藏
页码:3357 / 3360
页数:4
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