645390-11-0Relevant articles and documents
Ring Expansive Routes to Quinolizidine Alkaloids: Formal Synthesis of (-)-Lasubine II
Gracias, Vijaya,Zeng, Yibin,Desai, Pankaj,Aube, Jeffrey
, p. 4999 - 5001 (2007/10/03)
(Equation presented) The application of two nitrogen ring expansion reactions to lasubine alkaloid synthesis is reported. The approach involves a conjugate reduction/ alkylation sequence carried out on triisopropylsilyl- protected (S)-4-(-)-hydroxycyclopentenone, the formation of the quinolizidone ring system through nitrogen ring expansion, and the addition of an arylmetallic species to the resulting lactam. This work resulted in the preparation of 2-epA-lasubine II and a formal synthesis of lasubine II.