180413-05-2Relevant articles and documents
Palladium[0]-mediated aminospirocyclization of tertiary allylic sulfones. Stereospecific construction of the azabicyclic ring system of cephalotaxine
Jin, Zhendong,Fuchs
, p. 5253 - 5256 (1996)
Tertiary allylic sulfones which bear a secondary aminopropyl moiety undergo smooth palladium[0]-mediated spirocyclization. The reaction proceeds via a π-allyl intermediate and the resultant azabicyclic product is formed with net retention of sulfone stereochemistry. The use of tetramethylguanidine as companion base is required for high yielding reactions.
Convergency and divergency as strategic elements in total synthesis: The total synthesis of (-)-drupacine and the formal total synthesis of (±)-cephalotaxine, (-)-cephalotaxine, and (+)-cephalotaxine
Liu, Qi,Ferreira, Eric M.,Stoltz, Brian M.
, p. 7352 - 7358 (2008/02/12)
(Chemical Equation Presented) A concise route toward the syntheses of (-)-drupacine and (+)- and (-)-cephalotaxine has been developed. The syntheses rely on Pd(II)-catalyzed aerobic oxidative heterocyclization chemistry, which was employed to rapidly cons