We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.
Synthesis of bistramide A.
Alexander V. Statsuk,Dong Liu,S. Kozmin
Published 2004 in Journal of the American Chemical Society
ABSTRACT
PUBLICATION RECORD
- Publication year
2004
- Venue
Journal of the American Chemical Society
- Publication date
2004-07-20
- Fields of study
Medicine, Chemistry
- Identifiers
- External record
- Source metadata
Semantic Scholar, PubMed
CITATION MAP
EXTRACTION MAP
CLAIMS
- No claims are published for this paper.
CONCEPTS
- No concepts are published for this paper.
REFERENCES
Showing 1-10 of 10 references · Page 1 of 1