(matrix presented) Stereocontrolled synthesis of the ABC ring framework of zoanthenol has been achieved. Our studies show that a ββ-substituted enone can act as a good acceptor of arylpalladium intermediates in the formation of a congested benzylic quaternary carbon center through an intramoleculer Mizoroki-Heck reaction. The cis B/C ring system was stereoselectively converted to the trans-fused framework through a Sml2-promoted deoxygenation of the α-hydroxy ketone.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry