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Updated: Jul 11, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Efficient asymmetric hydrogenation of olefins with hydrazine-derived diphosphoramidites
Luc Eberhardt1, Dominique Armspach, Dominique Matt
1Laboratoire de Chimie Inorganique Moléculaire, Institut de Chimie, UMR 7177 CNRS and Université Louis Pasteur, 1 rue Blaise Pascal, F-67008, Strasbourg, Cedex, France.
Abstract:
Enantiopure, BINOL-derived diphosphoramidites built upon an achiral hydrazine spacer are efficient ligands for the hydrogenation of 2-(acetylamino)-3-(aryl)-propenoic methyl esters. The activity and enantioselectivity of the hydrazine derivatives were shown to be markedly influenced by the nature of the two NR substituents, symmetrical but bulky R groups leading to the best results. A diphosphosphoramidite obtained from (t)BuHNNH(t)Bu resulted in ee's as high as 95%. The present results contradict previous reports on "short" diphosphoramidites.
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