Org. Lett., 2 (5), 597 -599, 2000. 10.1021/ol991345t S1523-7060(99)01345-0
Web Release Date: February 3, 2000

Copyright © 2000 American Chemical Society

Synthesis of the C1-C13 Fragment of Leucascandrolide A

Michael T. Crimmins,* Charlotte A. Carroll, and Bryan W. King

Venable and Kenan Laboratories of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290

crimmins@email.unc.edu

Received December 14, 1999

Abstract:

The synthesis of the C1-C13 fragment 3 of leucascandrolide A has been completed utilizing a stereoselective and regioselective reductive cleavage of a highly functionalized spiroketal to incorporate the cis-2,6-disubstituted tetrahydropyan. The spiroketal was constructed by addition of a lithiated pyrone 5 to aldehyde 6.


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