874339-89-6Relevant academic research and scientific papers
A new strategy for the synthesis of hydroxylated pyrrolizidinic alkaloids by highly stereoselective indium-mediated allylation of pyrrolidinic aldehydes
Izquierdo, Isidoro,Plaza, Maria T.,Yanez, Victor
, p. 3887 - 3891 (2005)
Indium-mediated allylation of N-Cbz-L-prolinal 3, under Grignard conditions, was carried out with high yield and stereoselectivity (de = 90%) to afford intermediate (2S,1′R)-N-benzyloxycarbonyl-2-(1′-hydroxybut- 3′-en-1′-yl)pyrrolidine 4, which was transf
Facile, Stereocontrolled Synthetic Route towards Bis-functionalised Pyrrolizidines
Lindner, Marcin,Krasiński, Antoni,Jurczak, Janusz
, p. 4295 - 4300 (2018/11/21)
A simple and convenient method for the synthesis of bis-functionalised pyrrolizidines starting from readily available N -Cbz- l -prolinal is described. This aldehyde was converted within two concise steps to the corresponding aminoepoxides, which were separately subjected to regioselective cyclisation induced by a reductive cleavage of the Cbz protecting group. The versatile and concise strategy holds great potential for practical application in the straightforward preparation of pyrrolizidine-based drugs and natural products.
