Total Synthesis of Solandelactones E and F

J. D. White; W. H. C. Martin; C. Lincoln; J. Yang

doi:10.1055/s-2007-992395

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Synfacts 2008(1): 0013-0013
DOI: 10.1055/s-2007-992395

Synthesis of Natural Products and Potential Drugs

Total Synthesis of Solandelactones E and F

Contributor(s): Philip Kocienski, Indu Dager
J. D. White*, W. H. C. Martin, C. Lincoln, J. Yang
Oregon State University, Corvallis, USA

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Publication History

Publication Date:
18 December 2007 (online)

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Significance

Solandelactones E and F belong to the family of metabolites containing a trans-disubstituted cyclopropane. Total synthesis of both solandelactones E and F with reassigned stereochemistry of the cyclopropanes is reported here and is noteworthy for (1) directed Simmons-Smith cyclopropanation of E and (2) Claisen rearrangement for the construction of Δ^4,5-octenalactone moiety in J.