197709-33-4Relevant academic research and scientific papers
Chiral oximes in asymmetric synthesis. Part 2. Addition of butyllithium to benzaldehyde O-(1-phenylalkyl)oximes
Galagher, Peter T.,Hunt, James C. A.,Lightfoot, Andrew P.,Moody, Christopher J.
, p. 2633 - 2637 (2007/10/03)
A series of benzaldoxlme 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.
