Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 7, Pages 1991-1994Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201712369
Keywords
bicyclic compounds; cycloaddition; natural products; oxidation; total synthesis
Categories
Funding
- Bristol-Myers Squibb
- Eli Lilly
- Glaxo-Wellcome
- Astellas
- AstraZeneca
- Amgen
- Camille and Henry Dreyfus Foundation
- Baylor University
- Welch Foundation [AA-006]
- Cancer Prevention and Research Institute of Texas (CPRIT) [R1309]
Ask authors/readers for more resources
Described herein is a synthetic strategy for the total synthesis of (+/-)-phomoidrideD. This highly efficient and stereoselective approach provides rapid assembly of the carbocyclic core by way of a tandem phenolic oxidation/intramolecular Diels-Alder cycloaddition. A subsequent SmI2-mediated cyclization cascade delivers an isotwistane intermediate poised for a Wharton fragmentation that unveils the requisite bicyclo[4.3.1]decene skeleton and sets the stage for synthesis completion.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
