Enantioselective Rh-catalyzed transfer hydrogenation of α-sulfonyloxy heteroaryl ketones; asymmetric synthesis of ( S)-bufuralol

Asymmetric transfer hydrogenation of α-sulfonyloxy heteroaryl ketones mediated by Cp∗RhCl[( S,S)-TsDPEN] using an azeotropic mixture of formic acid/triethylamine afforded the corresponding diol-2-monosulfonates in excellent yield with high enantioselectivity. This led to the asymmetric synthesis of...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron: asymmetry Vol. 20; no. 22; pp. 2639 - 2645
Main Authors Kwak, Se Hun, Lee, Do-Min, Lee, Kee-In
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 26.11.2009
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ALCOHOLS
EPOXIDES
DULOXETINE
LIGANDS
REDUCTION
CHEMOENZYMATIC SYNTHESIS
STEREOCHEMISTRY
COMPLEXES
DERIVATIVES
CHIRAL RHODIUM
Online AccessGet full text

Cover

More Information
Summary:Asymmetric transfer hydrogenation of α-sulfonyloxy heteroaryl ketones mediated by Cp∗RhCl[( S,S)-TsDPEN] using an azeotropic mixture of formic acid/triethylamine afforded the corresponding diol-2-monosulfonates in excellent yield with high enantioselectivity. This led to the asymmetric synthesis of ( S)-bufuralol.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2009.11.002