154221-22-4

Upstream product

• 104700-47-2 (E)-3-<(2S)-1-(tert-Butoxycarbonyl)pyrrolidin-2-yl>-2-propen-1-ol 
• 220329-92-0 (S)-2-[(R)-1-((R)-1-Benzyloxy-2-oxo-2-pyrrolidin-1-yl-ethyl)-allyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 154221-21-3 (S)-2-[(E)-3-(2-Benzyloxy-acetoxy)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 154221-23-5 (1S,2R,7aS)-2-Benzyloxy-1-hydroxymethyl-hexahydro-pyrrolizin-3-one 
• 70494-70-1 (-)-petasinecine 

Relevant academic research and scientific papers

Zwitterionic aza-Claisen rearrangement: Reaction of carboxylic acid fluorides with N-allyl amines

A significant yield enhancement is observed by replacing carboxylic acid chlorides by the corresponding fluorides in the zwitterionic aza-Claisen rearrangement of N-allyl amines. The von Braun type degradation as the major competing reaction involving the

Highly Diastereoselective Synthesis of (-)-Petasinecine via Ireland-Claisen-Type Rearrangement

A Highly diastereoselective synthesis of petasinecine from L-proline via an Ireland-Claisen-type rearrangement (5->7; Scheme 1) is described.Keywords: necine base, petasinecine, L-proline, Ireland-Claisen-type rearrangement