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Issue 12, 2012
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Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents

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Abstract

A highly efficient method is reported for the asymmetric ring opening of oxabicyclic alkenes with organolithium reagents. Using a copper/chiral phosphoramidite complex together with a Lewis acid (BF3·OEt2), full selectivity for the anti isomer and excellent enantioselectivities were obtained for the ring opened products.

Graphical abstract: Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents

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Article information


Submitted
04 Nov 2011
Accepted
08 Dec 2011
First published
03 Jan 2012

Chem. Commun., 2012,48, 1748-1750
Article type
Communication

Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents

P. H. Bos, A. Rudolph, M. Pérez, M. Fañanás-Mastral, S. R. Harutyunyan and B. L. Feringa, Chem. Commun., 2012, 48, 1748
DOI: 10.1039/C2CC16855C

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