Chiral oximes in asymmetric synthesis .2. Addition of butyllithium to benzaldehyde O-(1-phenylalkyl)oximes

被引：28

作者：

Gallagher, PT

Hunt, JCA

Lightfoot, AP

Moody, CJ

机构：

[1] UNIV EXETER,DEPT CHEM,EXETER EX4 4QD,DEVON,ENGLAND

[2] ELI LILLY & CO,LILLY RES CTR LTD,WINDLESHAM GU20 6PH,SURREY,ENGLAND

[3] UNIV LOUGHBOROUGH,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 17期

关键词：

D O I：

10.1039/a700984d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of benzaldoxime ethers PhCH=NOCHRPh 5 bearing a chiral auxiliary on oxygen have been prepared to investigate the effect of the auxiliary on the diastereoselectivity of the addition of butyllithium to the oxime C=N bond, By increasing the size of the alkyl group R in the auxiliary, OCHRPh, an increase in de is observed, with the best compromise between ready availability and high levels of asymmetric induction in the product 6 being achieved with the oximes derived from O-(1-phenylbutyl)hydroxylamine.

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页码：2633 / 2637

页数：5

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