硼（CF）催化（HMeSiCH）还原醚取代醇和羰基化合物的选择性脱氧反应

Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(CF)-catalyzed reduction with (HMeSiCH).

机构信息

Sichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China.

出版信息

Chem Commun (Camb). 2018 May 8;54(38):4834-4837. doi: 10.1039/c8cc01163j.

DOI:10.1039/c8cc01163j

PMID:29696246

Abstract

B(C6F5)3-catalyzed deoxygenation of ether-substituted alcohols and carbonyl compounds has been developed using (HMe2SiCH2)2 as the reductant. This unique reagent shows distinct superiority over traditional one silicon-centered hydrosilanes, giving the corresponding alkanes in high yields with good tolerance of ethers, aryl halides and alkenes. The control experiments suggest that (HMe2SiCH2)2 might facilitate the approach in an intramolecular Si/O activation manner.

摘要

B(C6F5)3 催化醚取代醇和羰基化合物的脱氧反应已经开发出来，使用 (HMe2SiCH2)2 作为还原剂。与传统的硅中心氢化硅烷相比，这种独特的试剂表现出明显的优势，能够以高收率得到相应的烷烃，并且对醚、芳基卤化物和烯烃具有良好的耐受性。控制实验表明，(HMe2SiCH2)2 可能通过分子内 Si/O 活化方式促进反应的进行。