An unprecedented outcome of the lithium–ammonia reduction of enones: the formation of cyclopropanols

Autor:	Cyrille Thominiaux, Didier Desmaële, Christine Miet, Christian Cavé, Jean d'Angelo, Marie-Elise Tran Huu-Dau, Mohammed Nour, Georges Morgant, Françoise Dumas
Rok vydání:	2002
Předmět:	chemistry.chemical_compound Ammonia chemistry Cyclopropanation Organic Chemistry Drug Discovery Substituent chemistry.chemical_element Lithium Photochemistry Biochemistry Medicinal chemistry
Zdroj:	Tetrahedron Letters. 43:9649-9652
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(02)02382-1
Popis:	An unusual process takes place during the lithium–ammonia reduction of a variety of cyclic enones bearing an ester group in the γ-position, furnishing cyclopropanols. The reason for this unprecedented outcome has been attributed to the through-space stabilization of a developing cyclopropyl radical by interaction with the neighboring ester substituent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::39168b2dfce4fd551152e88e7973148a https://doi.org/10.1016/s0040-4039(02)02382-1 Zobrazit plný text záznamu Full Text from ScienceDirect