Iron-Mediated Intramolecular Metallative Cyclization of α,β-Unsaturated Esters and Amides. Versatile One-Pot Preparation of Bicyclic Ketoesters

Autor:	Takeshi Hata, Shiro Sujaku, Naoki Hirone, Hirokazu Urabe, Kirihiro Nakano
Jazyk:	angličtina
Rok vydání:	2008
Předmět:	Bicyclic molecule Molecular Structure Chemistry Iron Organic Chemistry Esters Ketones Bridged Bicyclo Compounds Heterocyclic Biochemistry Enol Amides chemistry.chemical_compound Hydrolysis Cyclization Reagent Intramolecular force Organic chemistry Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 10(No. 21):5051-5033
Popis:	2-Nonen-7-ynedioic or 2-decen-8-ynedioic acid derivatives were treated with an iron reagent generated from FeCl2 and t-BuMgCl in a ratio of 1:4 to give cyclized products after hydrolysis, deuteriolysis, or the addition of carbonyl compounds. Upon reaction with the same iron reagent, 2,7-nonadienedioates afforded bicyclic ketoesters (and their enol forms) after the addition of s-BuOH or carbonyl compounds.
Databáze:	OpenAIRE
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