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铜催化四氢二硼对α,β-不饱和羰基化合物的β-硼化反应。

Copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds with tetrahydroxydiborane.

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

Org Lett. 2011 Sep 2;13(17):4684-7. doi: 10.1021/ol201900d. Epub 2011 Aug 5.

DOI:10.1021/ol201900d
PMID:21819097
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3162992/
Abstract

The copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds with tetrahydroxydiborane has been developed. This diboron reagent allows direct, efficient access to boronic acids and their derivatives. Primary, secondary, and tertiary α,β-unsaturated amides are converted to the corresponding β-trifluoroboratoamides in good to excellent yields. The β-boration of a variety of α,β-unsaturated esters and ketones is also reported.

摘要

发展了铜催化的四氢二硼对α,β-不饱和羰基化合物的β-硼化反应。这种二硼试剂可以直接、高效地得到硼酸及其衍生物。伯、仲和叔α,β-不饱和酰胺以良好到优秀的收率转化为相应的β-三氟硼酸盐酰胺。还报道了各种α,β-不饱和酯和酮的β-硼化反应。

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