Promiscuous enzyme-catalyzed regioselective Michael addition of purine derivatives to α,β-unsaturated carbonyl compounds in organic solvent

Autor:	Jianming Xu, Qi Wu, Xian-Fu Lin, De-Shui Lv, Jun-Liang Wang
Rok vydání:	2009
Předmět:	chemistry.chemical_classification Aminoacylase education Organic Chemistry Regioselectivity behavioral disciplines and activities Biochemistry humanities Adduct Catalysis Solvent Enzyme chemistry Drug Discovery Michael reaction Purine derivative Organic chemistry
Zdroj:	Tetrahedron. 65:2531-2536
ISSN:	0040-4020
DOI:	10.1016/j.tet.2009.01.056
Popis:	Regioselective Michael addition of purine derivatives to α,β-unsaturated carbonyl compounds could be catalyzed by d -aminoacylase amano (DA) in DMSO. The influence of reaction conditions on the Michael addition, including solvent, temperature, and enzyme concentration was systematically investigated. Then we extended this methodology to six structurally diverse purine derivatives and a variety of α,β-unsaturated carbonyl compounds. 21 Michael adducts were selectively synthesized in moderate to high yields. It is the first report on enzyme-catalyzed Michael addition for the preparation of purine derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ec46018538565937f3a417fb22d36167 https://doi.org/10.1016/j.tet.2009.01.056 Zobrazit plný text záznamu Full Text from ScienceDirect