852310-65-7

Upstream product

• 180479-34-9 (2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 852310-56-6 2-[tert-butoxycarbonylamino]-(2R,3S,4E)-5-(4-methoxyphenyl)-pent-4-en-3-ol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 180479-36-1 (3S,4R,5R)-3,4-Dihydroxy-1-(4-methoxy-benzyl)-5-methyl-pyrrolidin-2-one 
• 180479-32-7 (2R,3R,4S)-3,4-Bis-benzyloxy-2-methyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 180479-31-6 (3S,4R,5R)-3,4-Bis-benzyloxy-1-(4-methoxy-benzyl)-5-methyl-pyrrolidin-2-one 
• 180479-30-5 (3S,4R,5R)-1-(4-Methoxy-benzyl)-5-methyl-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one 
• 180581-37-7 [(1R,2R,3R,4S)-2,3-Bis-benzyloxy-4-hydroxy-4-(4-methoxy-phenyl)-1-methyl-butyl]-carbamic acid tert-butyl ester 

Downstream Products

• 100100-39-8 (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-hydroxy-4-hydroxy-5-methylpyrroli 

Relevant academic research and scientific papers

Catalytic asymmetric direct henry reaction of ynals: Short syntheses of (2S,3R)-(+)-xestoaminol C and (-)-codonopsinines

Triple for all: Various optically active anti-β-nitro propargylic alcohols are synthesized by the catalytic stereoselective addition of nitroalkanes to ynals (the direct Henry reaction of ynals). The utilization of the rich chemistry of carbon-carbon triple bond allows rapid access to three natural products.

Practical and highly stereoselective approaches to the total synthesis of (-)-codonopsinine

The enantiopure total synthesis of (-)-codonopsinine is described using two effective chiron approaches starting either from commercially available l-xylose or from readily available Garner aldehyde. The key steps included Julia trans-olefination, highly

Total synthesis of the alkaloid (-)-codonopsinine from L-xylose

The enantiopure total synthesis of (-)-codonopsinine is described from commercially available L-xylose in 20% overall yield. The key steps included Julia trans olefination and cascade epoxidation-cyclisation strategies.

Total synthesis of natural (-)-codonopsinine employing stereoselective reduction of quaternary α-hydroxypyrrolidine

A novel and efficient process is described for the total synthesis of a dihydroxypyrrolidine alkaloid, (-)-codonopsinine in 33% overall yield. The synthetic strategy is based on the stereoselective reduction of an α-hydroxypyrrolidine intermediate, elaborated through asymmetric deoxygenation of a homochiral quaternary α-hydroxylactam.