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.
引用
收藏
页码：2633 / 2637
页数：5
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