PREPARATION OF 3-BUTADIENYL TETRAHYDROFURANS AND ALPHA-BUTADIENYL GAMMA-BUTYROLACTONES BY RADICAL CYCLIZATION OF BETA-BROMOPENT-4-EN-2-YNYLETHERS AND MIXED ACETALS

Authors
DULCERE JP DUMEZ E FAURE R
Citation
Jp. Dulcere et al., PREPARATION OF 3-BUTADIENYL TETRAHYDROFURANS AND ALPHA-BUTADIENYL GAMMA-BUTYROLACTONES BY RADICAL CYCLIZATION OF BETA-BROMOPENT-4-EN-2-YNYLETHERS AND MIXED ACETALS, Synlett, (4), 1996, pp. 391-392
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1996
Pages
391 - 392
Database
ISI
SICI code
0936-5214(1996):4<391:PO3TAA>2.0.ZU;2-9
Abstract
SmI2 - or Bu(3)SnH-promoted radical carbocyclization of beta-bromopent -4-en-2-ynyl ethers la-e and of the corresponding mixed acetals 3a,b,d ,e respectively affords 3-butadienyl tetrahydrofurans 2a-e and 4a,b,d, e, which are precursors of alpha-butadienyl gamma-butyrolactones 5a,b, d,e by oxidation.