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Stereoselective Organozinc Addition Reactions to 1,2-Dihydropyrans for the Assembly of Complex Pyran Structures

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journal contribution
posted on 27.12.2001 by Dietrich P. Steinhuebel, James J. Fleming, J. Du Bois
Nucleophilic addition of organozincs to 1,2-dihydropyranyl acetates represents a new, broadly defined method for the stereocontrolled synthesis of α-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.