Synthesis 2017; 49(13): 2852-2864
DOI: 10.1055/s-0036-1588849
feature
© Georg Thieme Verlag Stuttgart · New York

Reactivity of Grubbs–Hoveyda II Complexes Including Extended N-Heterocyclic Carbenes with a Bicyclic Camphor-Based Framework

Eduard Rais
a  Department of Chemistry, Organic Chemistry Section, University of Paderborn, Warburgerstr. 100, 33098 Paderborn, Germany   Email: rene.wilhelm@uni-paderborn.de
,
Ulrich Flörke
b  Department of Chemistry, Inorganic Chemistry Section, University of Paderborn, Warburgerstr. 100, 33098 Paderborn, Germany
,
a  Department of Chemistry, Organic Chemistry Section, University of Paderborn, Warburgerstr. 100, 33098 Paderborn, Germany   Email: rene.wilhelm@uni-paderborn.de
› Author Affiliations
Further Information

Publication History

Received: 10 April 2017

Accepted after revision: 04 May 2017

Publication Date:
07 June 2017 (online)


Abstract

This feature article discusses the synthesis of new asymmetric Grubbs–Hoveyda II complexes with extended N-heterocyclic carbenes containing a bicyclic camphor-based framework. The new enantiopure complexes can be prepared in a short route from the chiral pool. The extended carbene-based catalyst shows high activity in olefin metathesis reactions. The new complexes exhibited enantioselectivity in an asymmetric ROCM desymmetrization. Depending on the substituents on the nitrogen atoms of the carbenes, the opposite enantiomer was formed in excess.

Supporting Information

 
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