Issue 2, 2018
From the journal:

Chemical Communications

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

Lin Liu,a   Hai-Long Cheng,a   Wen-Qiang Ma,a   Si-Hua Hou,a   Yong-Qiang Tu, ORCID logo *ab   Fu-Min Zhang,a   Xiao-Ming Zhang ORCID logo a  and  Shao-Hua Wang ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry & School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. China
E-mail: tuyq@lzu.edu.cn, wangshh@lzu.edu.cn

b School of Chemistry & Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, P. R. China
E-mail: tuyq@sjtu.edu.cn

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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Article information

DOI
https://doi.org/10.1039/C7CC08511G
Article type
Communication
Submitted
05 Nov 2017
Accepted
01 Dec 2017
First published
01 Dec 2017

Chem. Commun., 2018,54, 196-199

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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, 54, 196 DOI: 10.1039/C7CC08511G

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