141946-97-6Relevant articles and documents
Dynamic kinetic resolution of a tertiary alcohol
Akai, Shuji,Gr?ger, Harald,Kühn, Franziska,Katsuragi, Satoko,Oki, Yasuhiro,Scholz, Cedric
, p. 2885 - 2888 (2020)
In spite of the tremendous success of dynamic kinetic resolutions for a broad range of compound classes, tertiary alcohols and their corresponding esters have still remained as one of the most challenging substrates for this type of process. This is due t
Hydrolase-catalyzed stereoselective preparation of protected α,α-dialkyl-α-hydroxycarboxylic acids
Kourist, Robert,Nguyen, Giang-Son,Struebing, Dirk,Boettcher, Dominique,Liebeton, Klaus,Naumer, Christian,Eck, Juergen,Bornscheuer, Uwe T.
, p. 1839 - 1843 (2008/12/22)
The title compounds were prepared by a Passerini multi-component reaction and subjected to enzymatic kinetic resolution using 40 enzymes known to be active towards esters of tertiary alcohols. This identified a protease (P1), a thermophilic esterase (PestE) and an esterase of metagenome origin (esterase 8) as the most active and enantioselective biocatalysts. After further optimization of reaction conditions, two compounds were prepared in preparative scale using esterase 8 yielding (+)-1-(tert-butylamino)-2-methyl-1-oxobutyl-2-yl acetate with 93%ee and (-)-1-(tert-butylamino)-2-trifluoro-methyl-1-oxobutyl-2-yl acetate with 47%ee.
Highly enantioselective synthesis of arylaliphatic tertiary alcohols using mutants of an esterase from Bacillus subtilis
Kourist, Robert,Bartsch, Sebastian,Bornscheuer, Uwe T.
, p. 1393 - 1398 (2008/03/28)
The kinetic resolution of a series of acetates of arylaliphatic tertiary alcohols was studied using recombinant esterase variants from Bacillus subtilis (BS2) expressed in E. coli. Highest enantioselectivities (E > 100) were achieved in the synthesis of 1