Intramolecular Benzoin Reaction Catalyzed by Benzaldehyde Lyase from Pseudomonas Fluorescens Biovar I.
Angew Chem Int Ed Engl
; 56(19): 5304-5307, 2017 05 02.
Article
in En
| MEDLINE
| ID: mdl-28387004
ABSTRACT
Intramolecular benzoin reactions catalyzed by benzaldehyde lyase from Pseudomonas fluorescens biovarâ
I (BAL) are reported. The structure of the substrates envisaged for this reaction consists of two benzaldehyde derivatives linked by an alkyl chain. The structural requirements needed to achieve the intramolecular carbon-carbon bond reaction catalyzed by BAL were established. Thus, a linker consisting of a linear alkyl chain of three carbon atoms connected through ether-type bonds to the 2 and 2' positions of two benzaldehyde moieties, which could be substituted with either Cl, Br, or OCH3 at either the 3 and 3' or 5 and 5' positions, were suitable substrates for BAL. Reactions with 61-84 % yields of the intramolecular product and eeâ
values between 64 and 98 %, were achieved.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Pseudomonas fluorescens
/
Benzoin
/
Aldehyde-Lyases
Language:
En
Year:
2017
Type:
Article