t-BuOK-mediated hydrophosphination of functionalized alkenes: a novel synthesis of chiral P,N- and P,P-ligands

Tanasri Bunlaksananusorn; Paul Knochel

doi:10.1021/jo030383u

t-BuOK-mediated hydrophosphination of functionalized alkenes: a novel synthesis of chiral P,N- and P,P-ligands

J Org Chem. 2004 Jul 9;69(14):4595-601. doi: 10.1021/jo030383u.

Authors

Tanasri Bunlaksananusorn¹, Paul Knochel

Affiliation

¹ Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany.

PMID: 15230580
DOI: 10.1021/jo030383u

Abstract

A novel synthesis of effective chiral P,N- and P,P-ligands has been developed by using a t-BuOK-mediated hydrophosphination of chiral alkenylpyridines and alkenylphosphine oxides. Ir complexes of chiral P,N-ligands 1 and 3 gave high enantioselectivities for the hydrogenation of (Z)-alpha-(acetamido)cinnamate 25 and (E)-1,2-diphenylpropene leading to the hydrogenated products with up to 97% ee.