Issue 31, 2019
From the journal:

Dalton Transactions

Carbon–carbon bond forming reactions of acetylenic esters and ketones within frustrated phosphane/borane Lewis pair frameworks†

Long Wang,‡a   Jun Li,a   Dongsheng Deng, ORCID logo §a   Constantin G. Daniliuc, ORCID logo a   Christian Mück-Lichtenfeld,a   Gerald Kehr ORCID logo a  and  Gerhard Erker ORCID logo *a  

* Corresponding authors

a Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany
E-mail: erker@uni-muenster.de

Abstract

The three-component reactions of bulky diarylbutenylphosphanes with dimethyl acetylenedicarboxylate (1a) and the strong boron Lewis acid B(C6F5)3 give the ylide-substituted cyclopropane derivatives 26. The acetylenic ester 1a and ketone 1b react with oligomethylene bridged frustrated phosphane/borane Lewis pairs to give the bicyclic C–H insertion/C–C coupling reaction products. The formal carbene products are formed by means of stepwise sequences involving polar intermediate.

Graphical abstract: Carbon–carbon bond forming reactions of acetylenic esters and ketones within frustrated phosphane/borane Lewis pair frameworks

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Article information

DOI
https://doi.org/10.1039/C9DT02624J
Article type
Paper
Submitted
14 May 2019
Accepted
25 Jun 2019
First published
27 Jun 2019

Dalton Trans., 2019,48, 11921-11926

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Carbon–carbon bond forming reactions of acetylenic esters and ketones within frustrated phosphane/borane Lewis pair frameworks

L. Wang, J. Li, D. Deng, C. G. Daniliuc, C. Mück-Lichtenfeld, G. Kehr and G. Erker, Dalton Trans., 2019, 48, 11921 DOI: 10.1039/C9DT02624J

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