Total synthesis of brevianamides X, Y and Z
Brevianamides X (1) and Y (2) are relatively new members of the bicyclo[2.2.2]diazaoctane alkaloid family, whose biosynthetic origins remain unresolved. We report the asymmetric total synthesis of (+)-brevianamides Y (2), Z (16) and (±) brevianamide X (1) through a hydroxyproline-guided cascade. Oxidation timing governs divergence, affording concise routes and underscoring hydroxyproline as a privileged scaffold.
Authors
- Sikha Dutta (ORCID: https://orcid.org/0000-0002-4950-8820)
- Apurba Das
- Alakesh Bisai (ORCID: https://orcid.org/0000-0001-5295-9756)
- Monosij Nandy (ORCID: https://orcid.org/0000-0002-9685-1322)
- Debgopal Jana (ORCID: https://orcid.org/0009-0009-0995-9772)
Institutions
- Indian Institute of Science Education and Research Kolkata (IN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc05319f
- Primary Topic
- Chemical synthesis and alkaloids
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Ministry of Education, India
- Science and Engineering Research Board