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A stereoselective route to multi-substituted tetrahydropyrans by vinyl radical cyclization
Authors:Naoki Hiramatsu  Ryoji Noyori  Yuji Mori
Affiliation:a Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku, Nagoya 468-8503, Japan
b Department of Chemistry and Research Center for Materials Science, Nagoya University, Chikusa, Nagoya 464-8606, Japan
Abstract:The tin-mediated 6-exo-trig radical cyclization of the acetylenic β-alkoxy acrylates proceeded smoothly to give fully substituted tetrahydropyrans in good yields with high equatorial selectivity irrespective of the stereochemistry of the propargylic position.
Keywords:Radical cyclization   Tetrahydropyrans   Polycyclic ethers   Alkoxy acrylates
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