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Improved synthesis of 8-oxabicyclo[3.2.1]octanes via tandem C–H oxidation/oxa-[3,3] Cope rearrangement/aldol cyclization

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Abstract

A tandem C–H oxidation/oxa-[3,3] Cope rearrangement/aldol reaction of allylic silylethers promoted by T+BF4(tempo oxoammonium tetrafluoroborate)/ZnBr2 has been successfully developed allowing the efficient construction of 8-oxabicyclo[3.2.1]octanes and their analogs with a wide substrate scope.

Graphical abstract: Improved synthesis of 8-oxabicyclo[3.2.1]octanes via tandem C–H oxidation/oxa-[3,3] Cope rearrangement/aldol cyclization

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Publication details

The article was received on 05 Nov 2017, accepted on 01 Dec 2017 and first published on 01 Dec 2017


Article type: Communication
DOI: 10.1039/C7CC08511G
Citation: Chem. Commun., 2018, Advance Article
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    Improved synthesis of 8-oxabicyclo[3.2.1]octanes via tandem C–H oxidation/oxa-[3,3] Cope rearrangement/aldol cyclization

    L. Liu, H. Cheng, W. Ma, S. Hou, Y. Tu, F. Zhang, X. Zhang and S. Wang, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C7CC08511G

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