1242597-75-6Relevant academic research and scientific papers
A simple enantioselective route to functionalized indolizidines: Synthesis of (+)-ipalbidine and (+)-antofine
Pansare, Sunil V.,Lingampally, Rajinikanth,Dyapa, Rajendar
, p. 2235 - 2238 (2011/06/19)
An efficient route to functionalized indolizidines from an enantiomerically enriched γ-nitro ketone is described. The nitro ketone is obtained by an organocatalytic, enantioselective ketone-nitro alkene Michael addition. Oxidative ring expansion of the ni
Total syntheses of arylindolizidine alkaloids (+)-ipalbidine and (+)-antofine
Niphakis, Micah J.,Georg, Gunda I.
supporting information; experimental part, p. 6019 - 6022 (2010/12/19)
This paper presents the first application of two recently developed reactions to natural product synthesis. The first method involves a 6-endo-trig cyclization to prepare a versatile chiral enaminone building block. The second is a direct C-H arylation reaction. As a showcase for the utility of these methods, (+)-antofine and (+)-ipalbidine were synthesized in only 8 steps and 24-26% overall yields.
