Stereoselective organozinc addition reactions to 1,2-dihydropyrans for the assembly of complex pyran structures
Dietrich P Steinhuebel1, James J Fleming, J Du Bois
1Department of Chemistry, Stanford University, Stanford, California 94305, USA.
Abstract:
[reaction: see text] Nucleophilic addition of organozincs to 1,2-dihydropyranyl acetates represents a new, broadly defined method for the stereocontrolled synthesis of alpha-substituted pyrans. The products obtained from this process are versatile materials that can be used to construct C-glycosides and other functionalized pyran structures of import. The occurrence of pyranyl groups in both natural products and therapeutically active agents confers added value to the studies described herein.
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