区域化学控制策略在丙炔醇和醛还原偶联反应中的协同作用。
Cooperativity of regiochemistry control strategies in reductive couplings of propargyl alcohols and aldehydes.
机构信息
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055, USA.
出版信息
Org Lett. 2009 Dec 17;11(24):5734-7. doi: 10.1021/ol902561r.
Abstract
The nickel-catalyzed reductive coupling of propargyl alcohols and alkynes proceeds with excellent regiochemical control with an underlying electronic preference that can be supplemented by ligand size effects. The products obtained may be readily converted to substructures that are not directly available by an aldehyde-alkyne reductive coupling. A simple model for how steric and electronic factors are both important in governing regiochemistry in couplings of this type is presented, along with examples of how the effects can combine in either a constructive or destructive manner.
摘要
镍催化的炔丙醇和炔烃的还原偶联反应具有极好的区域化学控制，其内在的电子偏好可以通过配体尺寸效应来补充。得到的产物可以很容易地转化为通过醛-炔还原偶联反应无法直接获得的亚结构。本文提出了一个简单的模型，说明在这类偶联反应中，空间和电子因素如何共同控制区域化学，并给出了这些因素如何以建设性或破坏性方式组合的实例。
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