Issue 8, 2019

Halogenoborane mediated allene cyclooligomerization

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

Supplementary files

Article information

Article type
Edge Article
Submitted
26 Oct 2018
Accepted
21 Dec 2018
First published
02 Jan 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 2478-2482

Halogenoborane mediated allene cyclooligomerization

X. Tao, C. Wölke, C. G. Daniliuc, G. Kehr and G. Erker, Chem. Sci., 2019, 10, 2478 DOI: 10.1039/C8SC04790A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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