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. 2002 Jan 24;4(2):293-5.
doi: 10.1021/ol010273e.

Stereoselective organozinc addition reactions to 1,2-dihydropyrans for the assembly of complex pyran structures

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Stereoselective organozinc addition reactions to 1,2-dihydropyrans for the assembly of complex pyran structures

Dietrich P Steinhuebel et al. Org Lett. .

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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