A convenient entry to indolizidine alkaloids using Kharasch type reactions
A convenient entry to indolizidine alkaloids based on a free-radical atom transfer reaction (ATRA or Kharasch reaction) as the key step is reported. The strategy is based on the free radical reaction between ethyl iodoacetate and an l-proline derivative serving as a radical acceptor. The key intermediate obtained after the radical reaction is used for the synthesis of indolizidine (-)-167B and of an advanced intermediate for the synthesis of (+)-dendroprimine.
A short and concise synthetic route to (-)-coniceine
(-)-Coniceine, the simplest framework of indolizidine alkaloids, has been successfully accessed using a route in which ruthenium-catalyzed ring-closing olefin metathesis (RCM) was the key reaction to establish the unsaturated bicyclic lactam system.
Park, So Hyun,Kang, Hyun Jung,Ko, Sangwon,Park, Soyoung,Chang, Sukbok
p. 2621 - 2624
(2007/10/03)
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