17958-41-7

Upstream product

• 122744-13-2 5(S)-1-aza-4-(acetoxymethyl)bicyclo<3.3.0>oct-3-en-8-one 
• 18190-44-8 1-(2-Hydroxy-ethyl)-pyrrolidine-2,5-dione 
• 28833-81-0 2-(2,5-dioxopyrrolidin-1-yl)ethyl acetate 
• 122695-46-9 1-(2-acetoxyethyl)-5-acetoxy-2-pyrrolidinone 
• 122695-55-0 Acetic acid 2-(2-hydroxy-5-oxo-pyrrolidin-1-yl)-ethyl ester 
• 122695-51-6 (S)-5-Oxo-1-phenylsulfanyl-hexahydro-pyrrolizine-1-carboxylic acid methyl ester 
• 103979-82-4 (S)-7-Hydroxymethyl-7-phenylsulfanyl-hexahydro-pyrrolizin-3-one 
• 122744-23-4 (S)-7-Hydroxymethyl-1,2,5,7a-tetrahydro-pyrrolizin-3-one 
• 73354-00-4 ethyl (+)-(2R)-2-formyloxy-2,3-dihydro-1H-pyrrolizine-7-carboxylate 
• 78175-08-3 ethyl 6-chloro-8β-pyrrolizidine-1α-carboxylate hydrochloride 
• 72362-25-5 ethyl (+)-1-phenylseleno-8β-pyrrolizidine-1-carboxylate 
• 63527-08-2 ethyl (+)-8β-pyrrolizidine-1α-carboxylate 
• 73354-01-5 ethyl (+)-2-(R)-2-hydroxy-2,3-dihydro-1H-pyrrolizine-7-carboxylate 
• 73354-03-7 ethyl (+)-6α-hydroxy-8β-pyrrolizidine-1α-carboxylate 

Relevant academic research and scientific papers

NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto cyclic acyl imines 3.This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).

Synthesis of Optically Active Pyrrolizidine Bases

Regiospecific 1,3-dipolar cycloaddition of ethyl propiolate to the NO-diformyl derivative (1) of natural (-)-4-hydroxy-L-proline followed by stereospecific hydrogenation gave ethyl (+)-6α-hydroxy-β-pyrrolizidine-1α-carboxylate (4).Confirmation of the abso