223545-32-2

Upstream product

• 1885-14-9 phenyl chloroformate 
• 223545-28-6 (R)-2-((R)-2-Methyl-pent-4-enyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 
• 223545-26-4 (R)-2-((R)-2-Methyl-pent-4-enyl)-2,3-dihydro-1H-pyridin-4-one 
• 126378-42-5 4-methoxy-3-(trisopropylsilyl)pyridine 
• 223545-30-0 (2R)-2-[(R)-2-methyl-4-pentenyl]-1-(phenoxycarbonyl)-2,3,5,6-tetrahydro-4-pyridone 

Downstream Products

• 223545-42-4 (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-quinoline 
• 223545-39-9 (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester 
• 223545-45-7 (4aR,5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-octahydro-quinoline-1-carboxylic acid benzyl ester 
• 223545-36-6 (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-4-trifluoromethanesulfonyloxy-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester 
• 223545-34-4 (7R,8aR)-7-Methyl-4-oxo-3,4,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester 

Relevant academic research and scientific papers

Asymmetric synthesis of all the known phlegmarine alkaloids

The asymmetric synthesis of all four of the known natural phlegmarines and one synthetic derivative has been accomplished in 19-22 steps from 4-methoxy-3-(triisopropylsilyl)pyridine. Chiral N-acylpyridinium salt chemistry was used twice to set the stereoc