3-bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one

Citation
L. Brecker et al., 3-bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one, COLL CZECH, 64(7), 1999, pp. 1154-1158
Citations number
14
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
ISSN journal
00100765 → ACNP
Volume
64
Issue
7
Year of publication
1999
Pages
1154 - 1158
Database
ISI
SICI code
0010-0765(199907)64:7<1154:3A4>2.0.ZU;2-E
Abstract
Although 3-bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one were first reported in 1894, considerable ambiguity still exists about the correct structure assignment of the two compounds. The present article give s a brief overview on the varying assignments of constitution and describes a novel method for the formation of 3-bromo-2,5-dihydrofuran-2-one. A comp arison is made of the experimental C-13 NMR chemical shifts with values pre dicted by increment calculations and experimental (1)J(C-C) coupling consta nts are given for both compounds. Secure structural assignments are now ava ilable for both isomers.