通过甲醇 C-H 功能化构建含 CF 手性全碳季碳中心：铱催化丙二烯的氢羟甲基化反应。
Enantioselective Formation of CF-Bearing All-Carbon Quaternary Stereocenters via C-H Functionalization of Methanol: Iridium Catalyzed Allene Hydrohydroxymethylation.
机构信息
Department of Chemistry, University of Texas at Austin , Austin, Texas 78712, United States.
出版信息
J Am Chem Soc. 2017 Jun 21;139(24):8114-8117. doi: 10.1021/jacs.7b04374. Epub 2017 Jun 12.
Abstract
Using an iridium catalyst modified by PhanePhos, CF-allenes react with methanol to form branched products of hydrohydroxymethylation as single regioisomers with excellent levels of enantiomeric enrichment. This hydrogen autotransfer process enables catalytic enantioselective formation of acyclic CF-bearing all-carbon quaternary stereocenters in the absence of stoichiometric metals or byproducts.
摘要
使用 PhanePhos 修饰的铱催化剂，CF-丙二烯与甲醇反应，以单一区域异构体的形式生成支化的氢羟甲基化产物，具有优异的对映体富集度。这种氢自动转移过程能够在没有化学计量金属或副产物的情况下，催化非循环 CF 负载全碳季立体中心的对映选择性形成。
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