Journal ArticleDOI
A rule to predict which enantiomer of a secondary alcohol reacts faster in reactions catalyzed by cholesterol esterase, lipase from Pseudomonas cepacia, and lipase from Candida rugosa
Romas J. Kazlauskas,Romas J. Kazlauskas,Alexandra N. E. Weissfloch,Aviva Rappaport,Louis A. Cuccia +4 more
Reads0
Chats0
About:
This article is published in Journal of Organic Chemistry.The article was published on 1991-04-01. It has received 870 citations till now. The article focuses on the topics: Lipase & Candida rugosa.read more
Citations
More filters
Journal ArticleDOI
The thio-adduct facilitated, enzymatic kinetic resolution of 4-hydroxycyclopentenone and 4-hydroxycyclohexenone
TL;DR: Based on the 1,4-dioxygenation pattern, (-)-17 can be used to prepare both enantiomers of 4-(tert-butyldimethylsilyloxy)cyclohex-2-enone 19 and saponification, with a sub-stoichiometric amount of NaOMe, followed by a one-pot silyl ether formation-sulfide elimination sequence gave (+)-19.
Journal ArticleDOI
Chemoenzymatic synthesis of chiral unsymmetrical benzoin esters
TL;DR: A high preference towards acylation of those benzoins containing substituents in the phenyl ring rather than in the benzoyl moiety was observed, allowing the development of the DKR process of this kind of substrates.
Journal ArticleDOI
New, highly efficient syntheses of rac-, (R)- and (S)-4-hydroxy-2-cyclohexenone
TL;DR: Both enantiomers of 4-hydroxy-2-cyclohexenone have been synthesised from chiral p-benzoquinone equivalents through very short and simple sequences in good overall yields as discussed by the authors.
Journal ArticleDOI
Enzymatic resolution of 1,2-diols: comparison between hydrolysis and transesterification reactions
TL;DR: A new practical procedure for the enzymatic resolution of 1,2-diols 1a–e has been developed by lipase-catalysed regio- and enantio-selective esterification using anhydrides as acylating agents in organic solvents.
Journal ArticleDOI
Simultaneous use of in silico design and a correlated mutation network as a tool to efficiently guide enzyme engineering.
Alberto Nobili,Yifeng Tao,Yifeng Tao,Ioannis V. Pavlidis,Tom van den Bergh,Henk-Jan Joosten,Tianwei Tan,Uwe T. Bornscheuer +7 more
TL;DR: In silico multiple‐substrate clustering was combined with an analysis of the variability of natural enzymes within a protein superfamily to improve the efficiency of directed evolution experiments, and a mutant with 15‐fold improved enantioselectivity was found.