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.
引用
收藏
页码:2511 / 2512
页数:2
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