Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone with cycloalkenyl silylethers for the synthesis of bicarbocycles

Authors
Cho, CG Kim, YW Kim, WK
Citation
Cg. Cho et al., Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone with cycloalkenyl silylethers for the synthesis of bicarbocycles, TETRAHEDR L, 42(46), 2001, pp. 8193-8195
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
46
Year of publication
2001
Pages
8193 - 8195
Database
ISI
SICI code
0040-4039(20011112)42:46<8193:DCO3WC>2.0.ZU;2-V
Abstract
3,5-Dibromo-2-pyrone underwent facile Diels-Alder [4+2] cycloadditions with cycloalkenyl silyl ethers to provide a series of tricyclolactones, with go od to excellent chemical yields and stereoselectivity. The resulting cycloa dducts could be readily converted into the corresponding bicarbocycles upon selective debromination and reductive lactone ring opening reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.