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Regioselective entry to bromo-gamma-hydroxybutenolides: useful building blocks for assemblying natural product-like libraries.

Authors
Type
Published Article
Journal
Organic Letters
1523-7060
Publisher
American Chemical Society
Publication Date
Volume
8
Issue
21
Pages
4831–4834
Identifiers
PMID: 17020314
Source
Medline

Abstract

[reaction: see text] We report a regioselective entry to 3-bromo- and 4-bromo-5-hydroxy-5H-furan-2-ones by photooxidation of 3-bromofuran with a singlet oxygen in the presence of a suitable base. By this procedure, a variety of 3-substituted gamma-hydroxybutenolides have become for the first time easily accessible. Strategies employing these highly functionalized building blocks for the preparation of focused libraries of natural-like molecules are also discussed.

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