Issue 68, 2018
From the journal:

Chemical Communications

Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans†

Kostiantyn O. Marichev, ORCID logo a   Yi Wang, ORCID logo b   Alejandra M. Carranco,a   Estevan C. Garcia,a   Zhi-Xiang Yu ORCID logo *b  and  Michael P. Doyle ORCID logo *a  

* Corresponding authors

a Department of Chemistry, The University of Texas at San Antonio, San Antonio, Texas 78249, USA
E-mail: michael.doyle@utsa.edu

b Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
E-mail: yuzx@pku.edu.cn

Abstract

Donor–acceptor cyclopropenes formed from enoldiazoketones undergo catalytic rearrangement to 5-aryl-2-siloxyfurans via a novel mechanism that involves a nucleophilic addition of the carbonyl oxygen to the rhodium-activated cyclopropene.

Graphical abstract: Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans

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Article information

DOI
https://doi.org/10.1039/C8CC05623D
Article type
Communication
Submitted
11 Jul 2018
Accepted
30 Jul 2018
First published
02 Aug 2018

Chem. Commun., 2018,54, 9513-9516

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Rhodium(II)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans

K. O. Marichev, Y. Wang, A. M. Carranco, E. C. Garcia, Z. Yu and M. P. Doyle, Chem. Commun., 2018, 54, 9513 DOI: 10.1039/C8CC05623D

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