Issue 47, 2007

Development of pinene-derived N,P ligands and their utility in catalytic asymmetric hydrogenation

Abstract

New diastereomeric N,P-ligands, derived from the natural product (+)-α-pinene, have been synthesized and evaluated in iridium-catalyzed asymmetric hydrogenation. The ligands are tetrahydroquinoline derivatives synthesized directly from commercially available α-pinene utilizing resolution or recrystallization to separate diastereomers. In reduction of a range of different trisubstituted alkenes the catalysts express very different activities ranging from no activity to high activity. One of the catalysts gives good ee values for some substrates.

Graphical abstract: Development of pinene-derived N,P ligands and their utility in catalytic asymmetric hydrogenation

Article information

Article type
Paper
Submitted
28 Aug 2007
Accepted
09 Oct 2007
First published
26 Oct 2007

Dalton Trans., 2007, 5603-5610

Development of pinene-derived N,P ligands and their utility in catalytic asymmetric hydrogenation

J. J. Verendel and P. G. Andersson, Dalton Trans., 2007, 5603 DOI: 10.1039/B713257N

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