1242597-79-0Relevant academic research and scientific papers
Total Synthesis of Indolizidine Alkaloids via Nickel-Catalyzed (4 + 2) Cyclization
Renner, Jonas,Thakur, Ashish,Rutz, Philipp M.,Cowley, Jacob M.,Evangelista, Judah L.,Kumar, Puneet,Prater, Matthew B.,Stolley, Ryan M.,Louie, Janis
, p. 924 - 928 (2020/02/04)
A Ni-catalyzed (4 + 2) cycloaddition of alkynes and azetidinones toward piperidinones was used as key reaction in the enantioselective synthesis of naturally occurring indolizidine alkaloids. The reaction benefits from the use of an easily accessible azet
Iminium ion-enamine cascade cyclizations: Facile access to structurally diverse azacyclic compounds and natural products
Hanessian, Stephen,Chattopadhyay, Amit Kumar
, p. 232 - 235 (2014/01/23)
A one-pot, mild, two-component iminium ion-enamine cascade reaction to construct structurally diverse azacyclic frameworks from l-proline and l-pipecolic acid, and its application to indolizidine and quinolizidine alkaloids and azasteroids, is reported.
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.
