Tandem Reactions Enable Trans- and Cis-Hydro-Tertiary-Alkylations Catalyzed by a Copper Salt
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- 作者：Kimiaki Nakamura ; Takashi Nishikata
- 刊名：ACS Catalysis
- 出版年：2017
- 出版时间：February 3, 2017
- 年：2017
- 卷：7
- 期：2
- 页码：1049-1052
- 全文大小：386K
- ISSN：2155-5435
文摘
A methodology to synthesize trans- and cis-alkenes via well-controlled hydroalkylation of alkyl radicals to alkynes is reported. α-Bromocarbonyl compounds are useful alkyl radical precursors in the presence of Cu(I) catalysts. Under copper catalyst conditions and in the presence of silane or alcohol/B2pin2, trans- and cis-hydroalkylation occurred with excellent stereoselectivities. The judicious choice of additives allowed for this stereodivergence, giving selective access to the trans-alkylated alkenes with HSiTMS3 and cis-alkylated alkenes with t-BuOH/B2pin2 in good yields with selectivities.