ASYMMETRIC-SYNTHESIS OF SPIRO 2-PYRROLIDIN-5-ONES AND 2-PIPERIDIN-6-ONES

被引:18
作者
BAHAJAJ, AA
BAILEY, PD
MOORE, MH
MORGAN, KM
VERNON, JM
机构
[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
[2] HERIOT WATT UNIV,DEPT CHEM,EDINBURGH EH14 4AS,MIDLOTHIAN,SCOTLAND
关键词
D O I
10.1039/c39940002511
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bicyclic lactams 14-17 are isomerised on treatment with alu minium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3:1 diastereoselectivity; from the structures of 19a and 22b determined by X-ray crystallography, it follows that the indenes 19 and 21 are formed preferentially with retention of configuration at the spiro carbon atom and the naphthalenes 20 and 22 with inversion.
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页码:2511 / 2512
页数:2
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