Search results for "Indolizidines"

ChemInform Abstract: Pyrroles and Indolizidines from Deprotonated α-(Alkylideneamino)nitriles.

2011

A short and modular approach towards 3,5-disubstituted indolizidine alkaloids.

2016

3,5-Dialkyl indolizidines have been prepared in four linear steps from commercially available starting materials. The sequence involves two direct α-functionalization steps and a subsequent reductive amination and provides diastereoselective access to both C-3 epimers of the 5,9-trans-substituted indolizines. The naturally occurring indolizidines 195B and 223AB have been synthesized using this methodology.

Stereoselective Synthesis of Enantiomerically Pure Nupharamine Alkaloids from Castoreum

2009

An animalic note: The first total synthesis of the all-cis nupharamine 2, an alkaloid from beaver castoreum, is based on the stereoselective domino Mannich-Michael reaction of N-galactosylfurylaldimine to give 1 (Piv = pivaloyl), subsequent conjugate cuprate addition, and stereoselective protonation of the enolate. These reactions are all controlled by the carbohydrate. Protonation of the enolate after cleavage of the auxiliary leads to epimer 3.