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Enzyme-catalyzed asymmetric construction of chiral tertiary alcohols via aldol reaction using proteinase

Authors :
Hai-Yan Zhou
Zhi-Lin Li
Zhi Guan
Yan-Hong He
Rui Li
Source :
Journal of Molecular Catalysis B: Enzymatic. 126:90-98
Publication Year :
2016
Publisher :
Elsevier BV, 2016.

Abstract

A new enzyme-catalyzed asymmetric construction of chiral tertiary alcohols via asymmetric aldol reactions between β,γ-unsaturated α-keto esters and ketones was reported. Proteinase from Aspergillus melleus (AMP) was used as a sustainable biocatalyst. The best results can be obtained with yields of up to 90%, diastereoselectives of up to 93:7 dr, and enantioselectivities of up to 70% ee. This work not only expands the application of enzymatic promiscuity, but also provides more examples for constructing chiral tertiary alcohols.

Details

ISSN :
13811177
Volume :
126
Database :
OpenAIRE
Journal :
Journal of Molecular Catalysis B: Enzymatic
Accession number :
edsair.doi...........233991796ae8373fff9d257e7206fbd7