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Easy Access to Enantiopure ( S )‐ and ( R )‐Aryl Alkyl Alcohols by a Combination of Gold(III)‐Catalyzed Alkyne Hydration and Enzymatic Reduction
Author(s) -
Schaaf Patricia,
Gojic Vladimir,
Bayer Thomas,
Rudroff Florian,
Schnürch Michael,
Mihovilovic Marko D.
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201701752
Subject(s) - enantiopure drug , biocatalysis , chemistry , catalysis , alkyl , alkyne , aryl , combinatorial chemistry , substrate (aquarium) , organic chemistry , enzyme catalysis , enantioselective synthesis , reaction mechanism , oceanography , geology
Chemoenzymatic one‐pot processes based on the combination of metal catalysis and biocatalysis open up highly attractive perspectives regarding the production of enantiopure compounds. By combining a gold‐catalyzed hydration reaction with an enzymatic reduction, we present a straightforward and atom‐economical chemoenzymatic method for the synthesis of secondary alcohols with excellent optical purity. Efficient cofactor recycling exploits the solvent of the metal‐catalyzed step as an auxiliary substrate for the enzymatic step.