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Synthesis of trans-fused tetrahydropyrans via intramolecular cyclization of α-bromo-γ′-hydroxy ketones

✍ Scribed by Yuji Mori; Keisuke Yaegashi; Hiroshi Furukawa

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
238 KB
Volume
40
Category
Article
ISSN
0040-4039

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Synthesis of methyl-substituted trans-fu
Synthesis of methyl-substituted trans-fused tetrahydropyrans via 6-endo cyclization
✍ Yuji Mori; Hiroki Furuta; Toyohisa Takase; Shinjiro Mitsuoka; Hiroshi Furukawa 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 241 KB

A stereocontrolled synthesis of methyl-substituted trans-fused tetrahydropyrans having methyl groups adjacent to the ring oxygen is described. The strategy involves the coupling reaction of sulfonyl-stabilized oxiranyl anions with triflates and 6-endo cyclization of their products.