Issue 31, 2018
From the journal:

Chemical Science

Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes†

Heiko Sommera  and  Ilan Marek ORCID logo *a  

* Corresponding authors

a The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa, 3200009 Israel
E-mail: chilanm@technion.ac.il

Abstract

A highly diastereo- and enantioselective protocol for the hydroallylation of 1,1- and 1,2-disubstituted cyclopropenes has been developed utilizing an in situ formed copper hydride. A variety of allyl electrophiles could be utilized yielding a diverse range of trisubstituted cyclopropanes. Finally a preliminary enantioselective variant could be established employing a recently described P-stereogenic xantphos derivative as ligand.

Graphical abstract: Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes

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Article information

DOI
https://doi.org/10.1039/C8SC02085J
Article type
Edge Article
Submitted
10 May 2018
Accepted
29 Jun 2018
First published
02 Jul 2018
This article is Open Access

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

Chem. Sci., 2018,9, 6503-6508

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Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes

H. Sommer and I. Marek, Chem. Sci., 2018, 9, 6503 DOI: 10.1039/C8SC02085J

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