188642-67-3

Upstream product

• 188642-53-7 ethyl (E)-5-(bromoacetoxy)pent-2-enoate 
• 13038-13-6 (E)-5-hydroxy-pent-2-enoic acid ethyl ester 
• 188642-72-0 (1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole 

Downstream Products

• 188642-69-5 (3S,5S,6R,7R,7aS)-1-benzyl-5,7-bis(methoxymethyl)-6-(2-methoxyethyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole 
• 188642-70-8 Benzyl-{(S)-2-[(2S,3R,4R)-3-(2-methoxy-ethyl)-2,4-bis-methoxymethyl-pyrrolidin-1-yl]-2-phenyl-ethyl}-amine 

Relevant academic research and scientific papers

An enantioselective route to pyrrolidines: Removal of the chiral template from homochiral pyrroloimidazoles

Two-step reductive removal of the chiral template from optically active pyrroloimidazoles, available from 1,3-dipolar cycloaddition of homochiral 4,5-dihydroimidazolium ylides, gives optically active substituted pyrrolidines. Selective manipulation of the substituents affords, e.g., naturally occurring and other optically active proline derivatives, and optically active pyrrolizidines and indolizidines.

A rapid assembly of homochiral 2,3,4-trisubstituted pyrrolidines

The intramolecular 1,3-dipolar cycloaddition of homochiral dihydroimidazolium ylides, generated in situ, is the key reaction in a sequence that rapidly affords optically active 2,3,4-trisubstituted pyrrolidines suitably functionalised for further elaboration.