Synthesis of the C1-C13 Fragment of
Leucascandrolide A
Michael T. Crimmins,*Charlotte A. Carroll, andBryan 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.