The formation of oxygen-containing heterocycles via intramolecular cyclizations of halo-substituted acylsilanes and unsaturated acylsilanes

Authors
Tsai, YM Cherng, CD Nieh, HC Sieh, JA
Citation
Ym. Tsai et al., The formation of oxygen-containing heterocycles via intramolecular cyclizations of halo-substituted acylsilanes and unsaturated acylsilanes, TETRAHEDRON, 55(51), 1999, pp. 14587-14598
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
51
Year of publication
1999
Pages
14587 - 14598
Database
ISI
SICI code
0040-4020(199912)55:51<14587:TFOOHV>2.0.ZU;2-#
Abstract
Halo-substituted acylsilanes undergo cyclizations easily when heated in a p olar solvent such as NMP to afford 2-silyldihydrofurans and 2-silyldihydrop yrans. Unsaturated acylsilanes undergo cyclizations through reactions with iodine, phenylselenenyl bromide, or chloride. Further reactions of the cycl ized products with pyridinium perbromide, phenylselenenyl bromide, or chlor ide give highly functionalized dihydrofurans and dihydropyrans. (C) 1999 El sevier Science Ltd. All rights reserved.