Stereoselective synthesis of spiroannulated cyclopentenones by the Pauson-Khand reaction on carbohydrate derived enynes

TitleStereoselective synthesis of spiroannulated cyclopentenones by the Pauson-Khand reaction on carbohydrate derived enynes
Publication TypeJournal Article
Year of Publication2005
AuthorsHotha, S, Maurya, SK, Gurjar, MK
JournalTetrahedron Letters
Volume46
Issue32
Pagination5329-5332
Date PublishedAUG
Type of ArticleArticle
ISSN0040-4039
Keywordscarbohydrates, cyclopentenone, diversity oriented synthesis, Pauson-Khand reaction
Abstract

The stereoselective synthesis of spiroannulated cyclopentenones by the Pauson-Khand reactions on hexose and pentose derived enynes was achieved under carbon monoxide free conditions using a stoichiometric quantity of Co-2(CO)(8). The cobalt complex of the alkyne was cleaved using dimethoxyethane-acetonitrile at 85 degrees C to furnish spiroarmulated cyclopentenones in 75-94% yields. (c) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2005.06.013
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry