Highly syn-diastereoselective Michael addition of enolizable ketones to 3-(diethoxyphosphoryl)coumarin

Autor:	Waldemar Maniukiewicz, Henryk Krawczyk, Dariusz Deredas, Krzysztof Huben
Rok vydání:	2014
Předmět:	State model chemistry.chemical_compound Stereochemistry Chemistry Organic Chemistry Drug Discovery Michael reaction Coumarin Biochemistry Conjugate
Zdroj:	Tetrahedron. 70:8925-8929
ISSN:	0040-4020
DOI:	10.1016/j.tet.2014.09.064
Popis:	A new approach to 3-(diethoxyphosphoryl)-4-(2-oxoalkyl)-3,4-dihydrocoumarins by base promoted conjugate addition of enolizable ketones to 3-(diethoxyphosphoryl)coumarin is described. The resulting products were transformed into the corresponding α-methylene-δ-lactones. A transition state model rationalizing stereochemical outcome of the reaction is proposed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4d8a9081376e17c9e1f21f12888f80ae https://doi.org/10.1016/j.tet.2014.09.064 Zobrazit plný text záznamu Full Text from ScienceDirect