Enantioselective synthesis of α-tri- and α-tetrasubstituted allylsilanes by copper-catalyzed asymmetric allylic substitution of allyl phosphates with silylboronates.
Enantioselective synthesis of α-tri- and α-tetrasubstituted allylsilanes by copper-catalyzed asymmetric allylic substitution of allyl phosphates with silylboronates.
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DOI：
10.1021/jo400888b
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发表时间：
2013-05
期刊：
影响因子：
--
通讯作者：
M. Takeda;R. Shintani;Tamio Hayashi
中科院分区：
文献类型：
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作者：
M. Takeda;R. Shintani;Tamio Hayashi
研究了铜/N-杂环卡宾催化的烯丙基磷酸酯与硅基硼酸酯的不对称烯丙基取代反应，得到了高对映体含量的烯丙基硅烷。以氢氧化钠为碱时，可获得高的区域选择性，该催化剂体系对单取代和双取代烯丙基磷酸酯均有效。
A copper/N-heterocyclic carbene-catalyzed asymmetric allylic substitution of allyl phosphates with a silylboronate has been developed to give highly enantioenriched allylsilanes. High regioselectivity has been achieved by employing NaOH as the base, and this catalyst system is effective for both γ-mono- and disubstituted allyl phosphates.