A bicyclo[3.2.0]hept-3-en-6-one approach to prostaglandin intermediates

Authors
Marotta, E Righi, P Rosini, G
Citation
E. Marotta et al., A bicyclo[3.2.0]hept-3-en-6-one approach to prostaglandin intermediates, ORG LETT, 2(26), 2000, pp. 4145-4148
Citations number
74
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
26
Year of publication
2000
Pages
4145 - 4148
Database
ISI
SICI code
1523-7060(200012)2:26<4145:ABATPI>2.0.ZU;2-C
Abstract
[GRAPHICS] The substituted cyclopentanic structures, 6-benzyloxymethyl-7-hydroxy-2-oxa bicyclo (1), a Corey lactone derivative, and 6-exo-benzyloxymethyl-2-oxabic yclo[3.3.0]oct-7-en-3-one (2), have been obtained stereoselectively through the bicyclo[3.2.0]hept-3-en-6-one approach via 5-benzyloxymethyl-3-hydroxy -6-heptenoic acid, easily accessible from the inexpensive monoprotected cis -2-butene-1,4-diol.