LiO<sup><i>t</i></sup>Bu-Promoted <i>trans</i>-Stereoselective and β-Regioselective Hydroboration of Propargyl Alcohols
作者:Xia Tian、Yu-Kun Zhang、Ya-Xin You、Jian-Rong Han、Qiu-Shi Cheng、Shi-Ming Fan、Di-Di Chen、Ting-Ting Wang、Shouxin Liu、Wei Su
DOI:10.1021/acs.orglett.3c02411
日期:2023.9.1
(Bpin)2 as the boron reagent in dimethyl sulfoxide at room temperature. Both terminal and internal propargyl alcohols with diverse structures and functional groups underwent the transformation smoothly to produce β-Bpin-substituted (E)-allylic alcohols, of which the synthetic potentials were demonstrated by the downstream conversions of boronate, alkenyl, and hydroxyl groups.
在室温下,仅以 LiOtBu 为碱,以 (Bpin)2 为硼试剂,即可在室温下在二甲基亚砜中实现方便高效的炔丙醇反式立体选择性和β区选择性硼氢化。具有不同结构和官能团的末端和内部炔丙醇都顺利地发生转化,生成 β-Bpin 取代 (E)-烯丙醇,其中合成潜力通过硼酸盐、烯基和羟基的下游转化得到证明。