144866-76-2

Upstream product

• 75172-31-5 (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione 
• 100-46-9 benzylamine 
• 90365-74-5 (3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol 
• 144866-75-1 (3S,4S)-3,4-Bis-allyloxy-1-benzyl-pyrrolidine 

Downstream Products

• 144866-77-3 (2aS,4S,7S,7aS,7bR)-7-Allyloxy-4-phenyl-octahydro-furo[2,3,4-gh]pyrrolizine 

Relevant academic research and scientific papers

FIRST EXAMPLE OF INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF NON-STABILIZED AZOMETHINE YLIDE GENERATED FROM TERTIARY AMINE N-OXIDE

The reaction of two optically active 1-alkyl-3,4-diallyloxypyrrolidine 1-oxides, (9) and (15), under basic conditions has been examined.The 1-benzyl derivative (9), on reaction with lithium diisopropylamide, furnished a single pyrrolidine derivative (11) by intramolecular 1,3-dipolar cycloaddition of an N-benzylidene azomethine ylide (10), while the 1-methyl derivative (15) reacted with tert-butyllithium in the presence of trimethylaluminum to afford only a single 7-azabicycloheptane derivative (19) by spontaneous intramolecular 1,3-dipolar cycloaddition of the endocyclic azomethane ylide (17).