Iodocyclization and Prins-Type Macrocyclization: An Efficient Formal Synthesis of Leucascandrolide A
Organic Letters2011Vol. 13(7), pp. 1710–1713
Citations Over TimeTop 10% of 2011 papers
Abstract
The formal total synthesis of leucascandrolide A has been achieved in 20 steps from a known epoxide with an overall yield of 11.5% following a recently developed strategy for the construction of trans-2,6-disubstituted-3,4-dihydropyrans and a Lewis acid catalyzed intramolecular Prins-cyclization of an aldehydic homoallylic alcohol to generate the tetrahydropyran ring with three stereogenic centers and macrocycle concomitantly.
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