Platinum-Catalyzed One-Pot Alkenylation of Aldehydes Using Alkynes and Triethylsilane: Dual Catalysis by Platinum(II) Chloride

Platinum-Catalyzed One-Pot Alkenylation of Aldehydes Using Alkynes and Triethylsilane: Dual Catalysis by Platinum(II) Chloride
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DOI:
10.1021/ol4026952
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发表时间:
2013-11-01
期刊:
影响因子:
5.2
通讯作者:
Miura, Katsukiyo
Miura, Katsukiyo
中科院分区:
化学1区
文献类型:
--
作者:
Kinoshita, Hidenori;Uemura, Ryousuke;Miura, Katsukiyo

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描述了 PtCl2 催化的末端炔烃与三乙基硅烷的氢化硅烷化反应以及随后以一锅法生成的 (E)-烯基硅烷对醛进行烯基化反应。通过添加对苯醌和 Lil,后一个烯基化步骤顺利进行,以中等到高产率得到烯丙基甲硅烷基醚。这种一锅烯基化能够耐受合理范围的官能团。 PtCl2 具有氢化硅烷化和烯基化催化剂的双重作用。
The PtCl2-catalyzed hydrosilylation of terminal alkynes with triethylsilane and subsequent alkenylation of aldehydes with the resultant (E)-alkenylsilanes in a one-pot manner are described. By adding p-benzoquinone and Lil, the latter alkenylation step proceeds smoothly to give allyl silyl ethers in moderate to high yields. This one-pot alkenylation is tolerant to a reasonable range of functional groups. PtCl2 plays a dual role as hydrosilylation and alkenylation catalysts.