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Please use this identifier to cite or link to this item: http://hdl.handle.net/123456789/12943

Title: Concise Seven-Membered Oxepene/Oxepane Synthesis – Structural Motifs in Natural and Synthetic Products
Authors: Akoto, Clement Osei
Rainier, Jon D.
Keywords: oxepane
oxepene
Wilkinson’s catalyst
metathesis
adriatoxin
yessotoxin
epoxidation
Issue Date: 20-May-2019
Publisher: Georg Thieme Verlag Stuttgart
Abstract: This work outlines a suitable method for the synthesis of oxepane skeleton using iterative C-glycoside technology on the oxepene intermediate, which was synthesized utilizing Wilkinson’s catalyst [Rh(PPh3)3Cl] to generate the isomerized product in a linear synthetic manner. The central core of the oxepene motif was achieved via an olefin metathesis reaction using the Grubbs second-generation and Schrock catalysts. The synthesis of the functionalized oxepane having the desired adriatoxin E-ring relative stereochemistry was achieved starting from commercially available homopropargylic alcohol.
Description: An article published by Georg Thieme Verlag Stuttgart and also available at DOI: 10.1055/s-0037-1611838; Art ID: ss-2019-m0189-op
URI: http://hdl.handle.net/123456789/12943
Appears in Collections:College of Science

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