185810-89-3

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 185810-88-2 (4S,5R)-5-{[(tert-butyl)dimethylsilyl]oxy}-4-methoxy-3-oxocyclohex-1-ene-1-carboxylic acid methyl ester 
• 77-95-2 D-(-)-quinic acid 
• 185810-85-9 (1S,3R,4R,5R)-3-hydroxy-1,4-dimethoxy-6-oxabicyclo[3.2.1]octan-7-one 
• 185810-87-1 (4S,5R)-5-hydroxy-4-methoxy-3-oxocyclohex-1-ene-1-carboxylic acid methyl ester 
• 185810-86-0 (1R,4S,5R)-1,4-dimethoxy-6-oxabicyclo[3.2.1]octane-3,7-dione 
• 185810-83-7 (1S,3R,4R,5R)-3-benzyloxy-1,4-dihydroxycyclohexane-1,5-carbolactone 
• 185810-84-8 (1S,3R,4R,5R)-3-Benzyloxy-1,4-dimethoxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 665-27-0 1,5-quinide 

Downstream Products

• 185810-90-6 (3S,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(2-chloro-acetoxy)-4-methoxy-3-vinyl-cyclohex-1-enecarboxylic acid methyl ester 
• 185810-91-7 (3S,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(2-iodo-acetoxy)-4-methoxy-3-vinyl-cyclohex-1-enecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Total synthesis of (-)-reserpine using the chiron approach

A highly stereocontrolled synthesis of ring D/E precursor to reserpine has been developed starting from (-)-quinic acid as a chiral template. The total synthesis of (-)-reserpine is described through the cyclization of an immonium lactam intermediate.