54906-44-4Relevant articles and documents
Annulation of pyrrole: Application to the synthesis of indolizidine alkaloids
Amos, Ruth I. J.,Gourlay, Brendon S.,Molesworth, Peter P.,Smith, Jason A.,Sprod, Owen R.
, p. 8226 - 8230 (2005)
The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a γ-lactone and has been exploited in the synthesis of the natural products (±)-monomorine and (±)-indolizidine 209D.
A Simple Route to the Indolizidine Alkaloid Skeleton
Barton, Derek H. R.,Pereira, Maria M. M. Araujo,Taylor, Dennis K.
, p. 9157 - 9158 (1994)
The Barton-Ester (PTOC) methodology allows for the high yielding synthesis of the indolizidine alkaloid skeleton 12 starting from readily available (pyrrol-1-yl)acetic acid 7.
Synthesis of 3-aryl-8-oxo-5,6,7,8- tetrahydroindolizines via a palladium-catalyzed arylation and heteroarylation
Gracia, Stephanie,Cazorla, Clement,Metay, Estelle,Pellet-Rostaing, Stephane,Lemaire, Marc
supporting information; experimental part, p. 3160 - 3163 (2009/08/07)
A selective palladium-catalyzed arylation and heteroarylation of 8-oxo-5,6,7,8-tetrahydroindolizines has been developed. Mechanistic studies assume an electrophilic substitution pathway for this transformation. This method provides an efficient one-step s