Base-catalyzed Schmittel cycloisomerization of o-phenylenediyne-linked bis(arenol)s to indeno[1,2-c]chromenes

Autor:	Kosuke Arita, Masaki Furusawa, Tatsushi Imahori, Kazunobu Igawa, Katsuhiko Tomooka, Ryo Irie
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Cycloisomerization Cascade reaction Base (chemistry) chemistry Stereochemistry Organic Chemistry Drug Discovery Biochemistry Tautomer Cycloaddition Catalysis
Zdroj:	Tetrahedron Letters. 54:7107-7110
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2013.10.080
Popis:	We describe the transition metal-free base-catalyzed Schmittel cycloisomerization reactions of o-phenylene-linked bis(arenol)s to indeno[1,2-c]chromene derivatives through prototropic rearrangement (tautomerization) to a putative vinylidene o-quinone methide intermediate with an enyne-allene system followed by a formal inverse-electron-demand hetero Diels–Alder cycloaddition. The preliminary results on catalytic asymmetric cycloisomerization with chiral bases are also disclosed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::45ccbd18c990c01a48c1dbcd3a26f962 https://doi.org/10.1016/j.tetlet.2013.10.080 Zobrazit plný text záznamu Full Text from ScienceDirect