Enantiospecific, biosynthetically inspired formal total synthesis of (+)-Liphagal
Date
2010
Authors
George, J.
Baldwin, J.
Adlington, R.
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Journal article
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Organic Letters, 2010; 12(10):2394-2397
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Jonathan H. George, Jack E. Baldwin and Robert M. Adlington
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Abstract
A 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.
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© 2010 American Chemical Society