A STEREOSELECTIVE SYNTHESIS OF CIS-FUSED AND TRANS-FUSED LACTONES VIATHE PALLADIUM(II)-CATALYZED CARBONYLATION OF ORGANOMERCURIALS

Authors
KOCOVSKY P GRECH JM MITCHELL WL
Citation
P. Kocovsky et al., A STEREOSELECTIVE SYNTHESIS OF CIS-FUSED AND TRANS-FUSED LACTONES VIATHE PALLADIUM(II)-CATALYZED CARBONYLATION OF ORGANOMERCURIALS, Tetrahedron letters, 37(7), 1996, pp. 1125-1128
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
7
Year of publication
1996
Pages
1125 - 1128
Database
ISI
SICI code
0040-4039(1996)37:7<1125:ASSOCA>2.0.ZU;2-9
Abstract
Organomercurials 2a-c, obtained by the regioselective, Hg(II)-mediated cleavage of cyclopropyl alcohols 1a-c, are converted into the corresp onding 5-membered cis-annulated lactones 3a-c via the Pd(II)-catalyzed carbonylation in the presence of p-benzoquinone. Isomeric, trans-fuse d lactones can be synthesized in a similar way (6 --> 7). The carbonyl ation occurs under an atmospheric pressure of CO.