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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of 4,4-Dimethyl-1,6-heptadiyne and Alcyopterosin O
Amir Tavakoli1, Gregory B Dudley1
1C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26505, United States.
Abstract:
A four-step synthesis of 4,4-dimethyl-1,6-heptadiyne and an associated five-step synthesis of alcyopterosin O, an illudalane sesquiterpene natural product, are described starting from commercially available dimedone. The process features C-C bond-cleaving fragmentation and elimination methods for making alkynes, and it proceeds by way of nonsymmetrical diynes that are themselves valuable synthetic building blocks, as exemplified by the synthesis of alcyopterosin O.
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