Convergent synthesis of cis-α,β-epoxy-carboxylic acids from 1-halo-2-trimethylsilyloxy-3-aza-4-phenyl-1,3-butadiene

Autor:	Alessandro Bongini, Magda Monari, Emiliano Tamanini, Mauro Panunzio, Elisa Bandini
Přispěvatelé:	M. Panunzio, A. Bongini, M. Monari, E. Tamanini, E. Bandini
Rok vydání:	2004
Předmět:	Stereochemistry Chemistry Organic Chemistry Convergent synthesis 1 3-Butadiene General Medicine Epoxy Ring (chemistry) Biochemistry Medicinal chemistry Adduct chemistry.chemical_compound Nucleophile visual_art Drug Discovery Halogen visual_art.visual_art_medium
Zdroj:	Tetrahedron. 60:8347-8356
ISSN:	0040-4020
DOI:	10.1016/j.tet.2004.07.019
Popis:	Reaction of a wide variety of aldehydes with the easily prepared 2-azadienes, in the presence of BF3 etherate, furnishes the corresponding hetero Diels–Alder adducts which have been converted, mainly, to cis epoxides via N-Boc protection followed by one-pot two-step ring opening and nucleophilic displacement of the halogen atom, resulting in final formation of an oxirane ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c20065cf29cbbb1097b06cc4ca307b28 https://doi.org/10.1016/j.tet.2004.07.019 Zobrazit plný text záznamu Full Text from ScienceDirect