手性催化烷基锆试剂对脂肪醛的加成反应。

Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes.

机构信息

Division of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UK.

出版信息

Molecules. 2021 Jul 24;26(15):4471. doi: 10.3390/molecules26154471.

DOI:10.3390/molecules26154471

PMID:34361623

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8347741/

Abstract

A catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(OPr) and a zinc salt, facilitates the reaction, which proceeds under mild conditions and is compatible with functionalized nucleophiles. The alkylzirconium reagents are conveniently generated in situ by hydrozirconation of alkenes with the Schwartz reagent. This work is a continuation of our previous work on aromatic aldehydes.

摘要

本文报道了一种手性膦配体催化的烷基锆试剂对脂肪醛的对映选择性加成反应。该反应条件温和，官能团兼容性好，在 Schwartz 试剂原位生成的氢化锆试剂作用下，以 Ph-BINMOL 为配体，Ti(OPr) 和锌盐为添加剂，能够实现各种烷基锆试剂的对映选择性加成。这是我们以前关于芳香醛研究的延续。