Chiral oximes in asymmetric synthesis. Part 2. 1 Addition of butyllithium to benzaldehyde O-(1-phenylalkyl) oximes
PT Gallagher, JCA Hunt, AP Lightfoot…
文献索引：Galagher, Peter T.; Hunt, James C. A.; Lightfoot, Andrew P.; Moody, Christopher J. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 17 p. 2633 - 2637
A series of benzaldoxime ethers PhCHNOCHRPh 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 CN 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 ...
