AN IMPROVED PROCEDURE FOR THE SYNTHESIS OF BICYCLO[2.2.2]OCTANE-2,6-DIONE

Authors
ALMQVIST F EKLUND L FREJD T
Citation
F. Almqvist et al., AN IMPROVED PROCEDURE FOR THE SYNTHESIS OF BICYCLO[2.2.2]OCTANE-2,6-DIONE, Synthetic communications, 23(11), 1993, pp. 1499-1505
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
23
Issue
11
Year of publication
1993
Pages
1499 - 1505
Database
ISI
SICI code
0039-7911(1993)23:11<1499:AIPFTS>2.0.ZU;2-K
Abstract
Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by di rect cyclization in PPA/acetic acid constitutes a shorter, more reprod ucible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione tha n previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (IR, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-o ne.