Bioinspired Semisynthesis and Structure Revisions of Chlorinated Norsesquiterpenoids Rumphellatins A-C
Organic Letters
2024
Georgijs Stakanovs,
Anastasija Blazevica,
Dace Rasiņa,
Sergejs Beļakovs,
Aigars Jirgensons
The first synthesis of chlorine-containing hemiketals, rumphellatins A-C (1-3), previously inaccessible by means of total synthesis, was achieved starting from commercially available (−)-β-caryophyllene oxide (7). Structures of rumphellatins A (1) and C (3) were revised, while structures of rumphellatin B (2) and intermediate rumphellolide C (19) were confirmed. The study expands availability of exotic norsesquiterpenoids for profiling their biological activity as well as facilitates the elucidation of biosynthetic pathways of their formation.
Atslēgas vārdi
Alcohols, Chemical structure, Chemical synthesis, Ethers Organic synthesis
DOI
10.1021/acs.orglett.4c02942
Hipersaite
https://pubs.acs.org/doi/10.1021/acs.orglett.4c02942
Stakanovs, G., Blazevica, A., Rasiņa, D., Beļakovs, S., Jirgensons, A. Bioinspired Semisynthesis and Structure Revisions of Chlorinated Norsesquiterpenoids Rumphellatins A-C. Organic Letters, 2024, Vol. 26, No. 38, 8074.-8078.lpp. ISSN 1523-7060. e-ISSN 1523-7052. Pieejams: doi:10.1021/acs.orglett.4c02942
Publikācijas valoda
English (en)