General and functional group-tolerable approach to allenylsilanes by rhodium-catalyzed coupling between propargylic carbonates and a silylboronate.

General and functional group-tolerable approach to allenylsilanes by rhodium-catalyzed coupling between propargylic carbonates and a silylboronate.
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DOI:
10.1021/ol902339a
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发表时间:
2009-11
期刊:
影响因子:
5.2
通讯作者:
H. Ohmiya;Hideto Ito;M. Sawamura
H. Ohmiya;Hideto Ito;M. Sawamura
中科院分区:
化学1区
文献类型:
--
作者:
H. Ohmiya;Hideto Ito;M. Sawamura

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炔丙基碳酸酯和硅基硼酸酯在Rh催化下的偶联反应高产率地合成了具有不同取代模式的烯基硅烷。该反应耐受丙戊酸碳酸盐中的各种官能团。光学活性的丙烯酸碳酸酯与1,3-反立体化学进行了良好的手性转移反应,得到了轴向手性烯丙基硅烷。
The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonate proceeded with excellent chirality transfer with 1,3-anti stereochemistry to give an axially chiral allenylsilane.