BETA-ALKOXYACRYLATES IN RADICAL CYCLIZATIONS - REMARKABLY EFFICIENT OXACYCLE SYNTHESIS

Authors
LEE E TAE JS LEE C PARK CM
Citation
E. Lee et al., BETA-ALKOXYACRYLATES IN RADICAL CYCLIZATIONS - REMARKABLY EFFICIENT OXACYCLE SYNTHESIS, Tetrahedron letters, 34(30), 1993, pp. 4831-4834
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
30
Year of publication
1993
Pages
4831 - 4834
Database
ISI
SICI code
0040-4039(1993)34:30<4831:BIRC-R>2.0.ZU;2-P
Abstract
Beta-alkoxyacrylates were found to be exceptionally efficient radical acceptors in radical-mediated intramolecular cyclizations. For example , reaction of 5-bromo-2-pentanol with ethyl propiolate, tributylstanna ne-mediated radical cyclization, and hydrolysis yielded (+/-)-(cis-6-m ethyltetrahydropyran-2-yl)acetic acid, a known component of civet.