ChemInform Abstract: Selective Ring Expansion Alkylation of Formyl[2.2.1]bicyclic Carbinols with C-Nucleophiles: A Unique Route to Cyclopentane Derivatives

Autor:	Chih-Hao Tseng, Chung-Nien Chang, Kuan-I Wu, Te-Fang Yang
Rok vydání:	2008
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Stereospecificity chemistry Nucleophile Bicyclic molecule Aryl General Medicine Bridged compounds Alkylation Cyclopentane Ring (chemistry) Medicinal chemistry
Zdroj:	ChemInform. 39
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200802056
Popis:	Reactions of camphor-, and camphene-derived formyl [2.2.1]bicyclic carbinols with Grignard and organolithium reagents afford the corresponding regio- and stereospecific alkyl/aryl [3.2.1]bicyclic diols. Some of these bicyclic diols have been treated with lead tetraacetate to provide new chiral cyclopentane derivatives. A plausible mechanism of the ring expansion-alkylation reaction is proposed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3ecdba10b1ec05ef49a50bbfc1bc0721 https://doi.org/10.1002/chin.200802056 Zobrazit plný text záznamu Plný text