An Approach Toward the Total Synthesis of C16 Tetranorditerpenoids Norcrassin A and Norcrocrassinone: Synthesis of the BC-Ring System
Abstract Norcrassin A and norcrocrassinone are C16 tetranorditerpenoids featuring unique polycyclic frameworks. Herein, we detail a seven-step synthesis of the BC-bicyclic lactone common to both natural products. Key reactions include a SO3-mediated allylic alcohol transposition, Johnson–Claisen rearrangement, and an epoxide ring-opening/lactonization sequence.
Authors
- Kevin G. M. Kou (ORCID: https://orcid.org/0000-0002-4676-8846)
- Julio Manuel Larach
- Viviene K. Nguyen (ORCID: https://orcid.org/0000-0002-5936-2204)
- Yaseen Maqsood Hakim (ORCID: https://orcid.org/0009-0006-1572-9971)
- Brandon Wong (ORCID: https://orcid.org/0000-0003-3434-2853)
- José Aleman
Institutions
- University of California, Riverside (US)
- University of California, Davis (US)
Publication Details
- Journal
- Synthesis
- Published
- 2026-09-28
- DOI
- https://doi.org/10.1055/a-2952-8840
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00