122594-00-7Relevant articles and documents
Stereoselective Synthesis of the Tricyclic Skeleton of the Taxane Diterpenes. The First C-Silylation of a Ketone Enolate
Winkler, Jeffrey D.,Lee, Chih-Shone,Rubo, Lauri,Muller, Cheryl L.,Squattrito, Philip J.
, p. 4491 - 4493 (1989)
The application of the intramolecular dioxenone photocycloaddition to the efficient synthesis of the tricyclic skeleton of the taxane diterpenes, with complete control of the relative stereochemical relationship between the two six-membered rings (A and C), is described.The first example of C-silylation of a ketone (cyclooctanone B-ring) enolate is reported, and the origins of this remarkable reactivity are discussed.