126424-79-1Relevant articles and documents
Synthesis of indolizidine, pyrrolizidine and quinolizidine ring systems by proline-catalyzed sequential α-amination and HWE olefination of an aldehyde
Kauloorkar, Shruti Vandana,Jha, Vishwajeet,Kumar, Pradeep
, p. 18288 - 18291 (2013/10/21)
A general procedure for the synthesis of azabicyclic ring systems viz. indolizidine, pyrrolizidine and quinolizidine has been developed utilizing proline-catalyzed sequential α-amination and Horner-Wadsworth-Emmons (HWE) olefination of an aldehyde as the key step. This method can be further extended to the synthesis of various biologically active natural products containing azabicyclic ring systems.
Pyrrolizidine alkaloids. A concise entry to (-)-pyrrolam A
Giovenzana, Giovanni B.,Sisti, Massimo,Palmisano, Giovanni
, p. 515 - 518 (2007/10/03)
The synthesis of (-)-pyrrolam A starting from (R)-prolinol is described. The key step is the dehydrative alkylation of a conveniently protected (R)-prolinol with triethyl methanetricarboxylae under the conditions of the mitsunobu reaction.
Metabolic Products of Microorganism, 256. Pyrrolams, New Pyrrolizidinones Produced by Streptomyces olivaceus
Grote, Ralph,Zeeck, Axel,Stuempfel, Joachim,Zaehner, Hans
, p. 525 - 530 (2007/10/02)
Pyrrolams A to D (1-4), biosynthetically new pyrrolizidinones produced by Streptomyces olivaceus, have been discovered by chemical screening.Their structures have been determined by spectroscopic methods and by a comparison of (R)-dihydropyrrolam A (5) with a synthetic sample obtained from (S)-proline.The pyrrolams differ from the necine bases found in plant-originating pyrrolizidine alkaloids by their less complicated structures.
