Generation and cycloaddition of polymer-supported azomethine ylide by utilizing the characteristics of silicon: a facile route to pyrrolidines and pyrroles from α-silylimines bound to resin

Autor:	Mitsuo Komatsu, Tatsuo Akaki, Yoji Oderaotoshi, Satoshi Minakata, Hirofumi Okada
Rok vydání:	2003
Předmět:	Silicon Organic Chemistry Azomethine ylide chemistry.chemical_element Biochemistry Pyrrolidine Cycloaddition chemistry.chemical_compound Solid-phase synthesis chemistry Reagent Drug Discovery 1 3-Dipolar cycloaddition Polymer chemistry Organic chemistry Pyrrole
Zdroj:	Tetrahedron. 59:197-205
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(02)01473-4
Popis:	The solid-phase synthesis of pyrrolidine and pyrrole derivatives using polymer-supported α-silylimines is described. Polymer-supported azomethine ylides were generated from the corresponding α-silylimine by thermal 1,2-silatropy onto the imino nitrogen or by treatment with a trifluorosilane as a quaternization and desilylation reagent, and the resulting species were then reacted with dipolarophiles to give five-membered heterocycles.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a974a6fe2a0a113ae7dff4197574d6fa https://doi.org/10.1016/s0040-4020(02)01473-4 Zobrazit plný text záznamu Full Text from ScienceDirect