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Halogenoborane mediated allene cyclooligomerization

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Abstract

The halogenoboranes XB(C6F5)2 (X: Cl, Br) react with allene to give a mixture of the cyclotrimer 1,3,5-trimethylenecyclohexane (1) and the related halogenoborylated cyclotetramerization products 3a and 3b. Alkyl-substituted allenes were catalytically cyclotrimerized metal-free by XB(C6F5)2 (X: Cl, Br) to give cis,trans-2,4,6-trialkyl-1,3,5-trimethylenecyclohexanes under mild conditions.

Graphical abstract: Halogenoborane mediated allene cyclooligomerization

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Publication details

The article was received on 26 Oct 2018, accepted on 21 Dec 2018 and first published on 02 Jan 2019


Article type: Edge Article
DOI: 10.1039/C8SC04790A
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY license
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    Halogenoborane mediated allene cyclooligomerization

    X. Tao, C. Wölke, C. G. Daniliuc, G. Kehr and G. Erker, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C8SC04790A

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