Radical-Hydroboration-Involved One-Pot Synthesis of Boron-Handled Glycol Derivatives

被引：3
作者：
Zhuang, Bi-Yang
Jin, Ji-Kang
Zhang, Feng-Lian [1 ]
Wang, Yi-Feng [1 ]
机构：
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China
来源：
SYNLETT | 2021年 / 32卷 / 04期
基金：
中国国家自然科学基金;
关键词：
boryl radical; hydroboration; radical borylation; reduction; glycol monoalkylethers; REDUCTIONS;
D O I：
10.1055/s-0040-1707142
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot two-step protocol for the direct synthesis of boron-handled glycol derivatives is reported. The procedure starts by an NHC-boryl-radical-promoted regioselective hydroboration of glycol-protected cinnamaldehydes. After that, the reaction mixture is treated with pinacol in the presence of HCl, leading to the direct formation of pinacol boronate handled glycol monoalkyl ethers. In this acid-triggered conversion, a reductive ring-opening of glycol-derived acetal moiety takes place, during which an NHC-borane unit serves as the hydride source.
引用
收藏
页码：383 / 386
页数：4
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