Formal Total Synthesis of <i>cis</i>-Sylvaticin and Sylvaticin
Formal total synthesis of Annonaceae acetogenin natural products <i>cis</i>-sylvaticin and sylvaticin was accomplished from a <i>C</i><sub>2</sub>-symmetric furyl carbinol. The key reaction in the synthesis is the use of furan as a but-2-ene-1,4-dione synthon, a Donohoe variant of osmium-catalyzed synthesis of 2,5-<i>cis</i>-substituted tetrahydrofuran, and a Mukaiyama oxidative cyclization for the formation of <i>trans</i>-2,5-disubstitued tetrahydrofuran.
Authors
- Kavirayani R. Prasad (ORCID: https://orcid.org/0000-0003-1453-9798)
- Soumyadip Dey
Institutions
- Indian Institute of Science Bangalore (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-20
- DOI
- https://doi.org/10.1021/acs.orglett.5c01501
- Citations
- 1
- Primary Topic
- Traditional and Medicinal Uses of Annonaceae
- Type
- article
- Field-Weighted Citation Impact
- 1.11
Funders
- Council of Scientific and Industrial Research, India