Chiral oximes in asymmetric synthesis. Part 2.1 Addition ofbutyllithium to benzaldehydeO-(1-phenylalkyl)oximes
Chiral oximes in asymmetric synthesis. Part 2.1 Addition ofbutyllithium to benzaldehydeO-(1-phenylalkyl)oximes
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不对称合成中的手性肟。
DOI：
10.1039/a700984d
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发表时间：
1997
期刊：
影响因子：
--
通讯作者：
C. Moody
中科院分区：
文献类型：
--
作者：
P. Gallagher;J. Hunt;A. Lightfoot;C. Moody
一系列苯甲醛肟醚PhCHNOCHRPh 5，
制备了一种手性氧助剂，研究了其对氧的影响
助剂对加成反应的非对映选择性的影响
丁基锂与肟CN键连接。通过增加
在助剂OCHRPh中的烷基R，观察到de的增加，
在随时可用性和高水平的
用肟实现产物6中的不对称诱导
衍生自O-（1-苯基丁基）羟胺。
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 with the oximes
derived from O-(1-phenylbutyl)hydroxylamine.