7086-16-0Relevant academic research and scientific papers
Catalytic deacylative alkylations (DaA) of enolcarbonates: Total synthesis of (±)-Crinane
Das, Mrinal K.,Yadav, Abhinay,Majumder, Satyajit,Bisai, Alakesh
, (2020)
An efficient Pd(0)-catalyzed deacylative allylation (DaA) of enolcarbonates (as pro-nucleophile) of cycloalkanones sharing acyl functionality at C2-position with readily available allylic alcohols (as pro-electrophiles) is disclosed under mild reaction conditions. A wide variety of cycloalkanones with an aromatic ring and allyl group at C-2 position (all-carbon quaternary center) are obtained in good to excellent yields (36 examples). The usefulness of this methodology has been shown by a total synthesis of Amaryllidaceae alkaloid, (±)-crinane from 2-aryl cyclohexanone in 5 steps.
Total syntheses of (+)- and (?)-Crinane via Pd(0)-Catalyzed deacylative allylation
Das, Mrinal K.,Yadav, Abhinay,Majumder, Satyajit,Mondal, Ayan,Bisai, Alakesh
supporting information, (2021/02/09)
An efficient Pd(0)-catalyzed deacylative allylation (DaA) of enolcarbonates (pro-nucleophile) prepared from 2-arylcyclohexanones sharing acyl functionality at C2-position with readily available allylic alcohols (pro-electrophiles) by employing Pd(0)-catalysis under mild reaction conditions. The methodology can be extended for deacylative benzylations (DaB) of enolcarbonates of 2-arylcyclohexanones. As an application of our methodology, we have shown asymmetric total synthesis of Amaryllidaceae alkaloids, (+)- and (?)-crinane.
