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Publication
Featured researches published by Lewis D. Pennington.
Journal of Organic Chemistry | 2009
Olivier Corminboeuf; Larry E. Overman; Lewis D. Pennington
Enantioselective total syntheses of briarellin E (12) and briarellin F (13), as well as the structure originally proposed for the cladiellin diterpene alcyonin (10), have been realized. Comparison of the spectral data for synthetic 10, natural alcyonin, cladiellisin (33), and cladiellaperoxide (34), as well as chemical transformations of 10 and natural alcyonin, suggest that the structure of this coral metabolite is allylic peroxide 11. The unified approach detailed herein can be used to access both C4-deoxygenated and C4-oxygenated cladiellins and briarellins. The central step in these syntheses is acid-promoted condensation of (Z)-alpha,beta-unsaturated aldehydes 17 with cyclohexadienyl diols 18 to form intermediates 16 incorporating the hexahydroisobenzofuran core and five stereocenters of these marine diterpenes (Scheme 1 ).
Journal of Organic Chemistry | 2003
Larry E. Overman; Lewis D. Pennington
Journal of the American Chemical Society | 2001
David W. C. MacMillan; and Larry E. Overman; Lewis D. Pennington
Journal of the American Chemical Society | 2003
Olivier Corminboeuf; Larry E. Overman; Lewis D. Pennington
Organic Letters | 2000
Larry E. Overman; Lewis D. Pennington
Organic Letters | 2001
Fabrice Gallou; David W. C. MacMillan; Larry E. Overman; Leo A. Paquette; Lewis D. Pennington; Jiong Yang
Canadian Journal of Chemistry | 2000
Larry E. Overman; Lewis D. Pennington
Organic Letters | 2003
Olivier Corminboeuf; Larry E. Overman; Lewis D. Pennington
Synfacts | 2010
Olivier Corminboeuf; Larry E. Overman; Lewis D. Pennington
ChemInform | 2010
David W. C. MacMillan; Larry E. Overman; Lewis D. Pennington