Synthesis of beta-acetoxy alcohols by PhI(OAc)(2)-mediated metal-free diastereoselective beta-acetoxylation of alcohols

Synthesis of beta-acetoxy alcohols by PhI(OAc)(2)-mediated metal-free diastereoselective beta-acetoxylation of alcohols
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通过 PhI(OAc)(2) 介导的醇的无金属非对映选择性 β-乙酰氧基化合成 β-乙酰氧基醇

DOI:
10.1039/c6ob01203e
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发表时间:
2016
影响因子:
3.2
通讯作者:
Mo Dong-Liang
Mo Dong-Liang
中科院分区:
化学3区
文献类型:
--
作者:
Zhao Chun-Yang;Li Liang-Gui;Liu Qing-Rong;Pan Cheng-Xue;Su Gui-Fa;Mo Dong-Liang

文献摘要

相似文献

通过 PhI(OAc)2 介导的无金属 β-乙酰氧基化,可以从叔醇中以良好的收率合成具有优异非对映选择性的 β-乙酰氧基醇。机理研究表明,β-乙酰氧基化过程可能会经历脱水和连续的高度区域选择性和非对映选择性双加氧。通过这种β-乙酰氧基化过程可以制备克级和多种有用的支架。
β-Acetoxy alcohols can be synthesized in good yields with excellent diastereoselectivity from tertiary alcohols through PhI(OAc)2-mediated metal-free β-acetoxylation. Mechanistic studies showed that the β-acetoxylation process might undergo dehydration and sequential highly regioselective and diastereoseletive dioxygenation. Gram scale and diverse useful scaffolds could be prepared via this β-acetoxylation process.