Empirical method for predicting enantioselectivity in catalytic reactions: demonstration with lipase and oxazaborolidine

Autor:	Takashi Sakai, Tadashi Ema, Toshinobu Korenaga, Norichika Ura, Masataka Yoshii
Rok vydání:	2009
Předmět:	Carboxylic Ester Hydrolases Reaction mechanism biology Chemistry Organic Chemistry Triacylglycerol lipase Biochemistry Catalysis Computational chemistry Drug Discovery biology.protein Organic chemistry Molecule Lipase
Zdroj:	Tetrahedron. 65:9583-9591
ISSN:	0040-4020
DOI:	10.1016/j.tet.2009.09.058
Popis:	We derived a novel equation capable of predicting the degree of enantioselectivity in a catalytic reaction without any knowledge of the reaction mechanism and/or the transition-state structure, and tested the validity of this equation by changing substrates systematically in the lipase or oxazaborolidine-catalyzed reactions. A good correlation was observed between the predicted and observed E values, and the stereochemistry of the products could be predicted correctly in most cases (28 out of 30).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fa1f10819f1611a030095abb3256f577 https://doi.org/10.1016/j.tet.2009.09.058 Zobrazit plný text záznamu Full Text from ScienceDirect