Enantiospecific, biosynthetically inspired formal total synthesis of (+)-Liphagal

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dc.contributor.authorGeorge, J.
dc.contributor.authorBaldwin, J.
dc.contributor.authorAdlington, R.
dc.date.issued2010
dc.description.abstractA biosynthetically inspired synthesis of (+)-liphagal has been achieved from (+)-sclareolide in 13 steps (9% overall yield). The key step is a biomimetic ring expansion of a highly stabilized benzylic carbocation, which generates the seven-membered ring and the benzofuran of the natural product in a single cascade reaction.
dc.description.statementofresponsibilityJonathan H. George, Jack E. Baldwin and Robert M. Adlington
dc.identifier.citationOrganic Letters, 2010; 12(10):2394-2397
dc.identifier.doi10.1021/ol100756z
dc.identifier.issn1523-7060
dc.identifier.issn1523-7052
dc.identifier.orcidGeorge, J. [0000-0002-7330-2160]
dc.identifier.urihttp://hdl.handle.net/2440/68669
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.rights© 2010 American Chemical Society
dc.source.urihttps://doi.org/10.1021/ol100756z
dc.subjectTerpenes
dc.subjectDiterpenes
dc.subjectMolecular Conformation
dc.subjectStereoisomerism
dc.titleEnantiospecific, biosynthetically inspired formal total synthesis of (+)-Liphagal
dc.typeJournal article
pubs.publication-statusPublished

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