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- Title
Divergent Total Syntheses of 2, 6‐Dioxabicyclo[3.3.1]nonan‐3‐one Styryllactones: (−)‐Goniopypyrone, (+)‐Goniochelienlactone and (+)‐7‐Acetylgoniochelienlactone.
- Authors
Cui, Yuxin; Liang, Changxu; Chen, Minhao; Li, Yong; Du, Yuguo; Feng, Fu; Liu, Jun
- Abstract
Stereoselective total syntheses of (+)‐goniochelienlactone, (+)‐7‐acetylgoniochelienlactone and (−)‐goniopypyrone were accomplished by divergent strategies starting from readily available chiral pool methyl α‐D‐mannopyranoside. The present work provided an efficient strategy for the stereoselective construction of highly functionalized dioxabicyclo[3.3.1]nonan‐3‐one ring system through a sequential Bernet‐Vasella‐type reductive elimination/nucleophilic addition and a sequential cross‐metathesis/intramolecular oxa‐Michael addition in a one‐pot process.
- Subjects
INTRAMOLECULAR proton transfer reactions
- Publication
European Journal of Organic Chemistry, 2023, Vol 26, Issue 40, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202300749