醇还原为烷基的反应

产物官能团类型


1. Et3SiH+TFA   三乙基硅烷+三氟乙酸

被三氟乙酸质子化的醇,被三乙基硅烷还原。

案例

To a solution of the SM (30 mg, 0.047 mmol) in TFA> (2 mL) was added Et3SiH (1 mL). The reaction mixture was stirred at RT for 3 h, then diluted with DCM (5 mL) and H2O (5 mL). The org layer was dried (Na2SO4) and concentrated to provide the product as an oil. [25 mg, 83.9%]

Patent Reference: WO2016023832, page 41

2. Barton-McCombie Reaction 或 Barton Deoxygenation

关于 Barton Deoxygenation 的反应,我们在人名反应的部分进行介绍

3.更多方法

醇羟基的脱除反应是官能团转化的一个重要反应,全合成的许多重要骨架的构建必须以来羟基的脱除,这里引用一篇 minireview来系统性的总结其他的脱除方法(Eur. J. Org. Chem. 2013, 7017–7027)

Reductive Deoxygenation of Alcohols: Catalytic Methods Beyond Barton– McCombie Deoxygenation