[GRAPHICS]The substituted cyclopentanic structures, 6-benzyloxymethyl-7-hydroxy-2-oxabicyclo (1), a Corey lactone derivative, and 6-exo-benzyloxymethyl-2-oxabicyclo[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.
Marotta, E., Righi, P., Rosini, G. (2000). A Bicyclo[3.2.0]hept-3-en-6-one Approach to Prostaglandin Intermediates. ORGANIC LETTERS, 2(26), 4145-4148 [10.1021/ol006664v].
A Bicyclo[3.2.0]hept-3-en-6-one Approach to Prostaglandin Intermediates
Marotta, Emanuela;Righi, Paolo;Rosini, Goffredo
2000
Abstract
[GRAPHICS]The substituted cyclopentanic structures, 6-benzyloxymethyl-7-hydroxy-2-oxabicyclo (1), a Corey lactone derivative, and 6-exo-benzyloxymethyl-2-oxabicyclo[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.File in questo prodotto:
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