Zur “cis-präferenz” bei der addition von butenyl-metallverbindung an ketone und aldehyde
作者:Reinhard W. Hoffman、Ulrich Weidmann
DOI:10.1016/s0022-328x(00)89998-2
日期:1980.8
Esters of 1-butenyl-3-boronic acid add to aldehydes forming 2-butenyl-1-carbinols, the E/Z-ratio of which varies between 31 and 12 depending on the steric requirements of the ester component. The steric bulk of the groups coordinating the metal ion is discussed as a potential cause of the “cis-preference” observed on addition of butenylmetal derivatives to ketones.
1-丁烯基-3-硼酸的酯加成醛,形成2-丁烯基-1-碳醇,其E / Z-比在31和12之间变化,这取决于酯组分的空间要求。讨论了配位金属离子的基团的空间体积,这是在将丁烯基金属衍生物加成酮时观察到的“顺式偏爱”的潜在原因。