Enantioselective approach to quinolizidines: Total synthesis of cermizine D and formal syntheses of senepodine G and cermizine C

N Veerasamy, EC Carlson, ND Collett…

Index: Veerasamy, Nagarathanam; Carlson, Erik C.; Collett, Nathan D.; Saha, Mrinmoy; Carter, Rich G. Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4779 - 4800

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Citation Number: 17

Abstract

The formal syntheses of C5-epi-senepodine G and C5-epi-cermizine C have been accomplished through a novel diastereoselective, intramolecular amide Michael addition process. The total synthesis of cermizine D has been achieved through use of an organocatalyzed, heteroatom Michael addition to access a common intermediate. Additional key steps of this sequence include a matched, diastereoselective alkylation with an ...