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Studies towards diarylheptanoid synthesis. Part 1: Synthesis and ring cleavage reactions of hexahydro-2H,5H-pyrano[2,3-b]pyran-2-ones

✍ Scribed by Wei Li; Keith T. Mead; Laura T. Smith

Book ID: 104254057
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 212 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01420-5

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✦ Synopsis

Lewis acid promoted anomeric substitution reactions of a stereoselectively prepared hexahydro-2H,5H-pyrano[2,3b]pyran-2-one derivative was studied as a model for diarylheptanoid synthesis. Aromatic nucleophiles consistently provided the expected thermodynamic C-aryl pyranoside product.

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