35189-37-8

Upstream product

• 708254-78-8 (3R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-[2-(2,2-dimethyl-propionyloxy)-ethyl]-piperidine-1-carboxylic acid ethyl ester 
• 708254-77-7 2,2-Dimethyl-propionic acid 2-{(3R,4S)-1-benzyl-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-piperidin-3-yl}-ethyl ester 
• 708254-76-6 2,2-Dimethyl-propionic acid (3R,4R)-6-(tert-butyl-diphenyl-silanyloxy)-4-(2-iodo-ethyl)-3-iodomethyl-hexyl ester 
• 708254-75-5 2,2-Dimethyl-propionic acid (3R,4S)-6-(tert-butyl-diphenyl-silanyloxy)-4-(2-hydroxy-ethyl)-3-hydroxymethyl-hexyl ester 
• 708254-80-2 {(3R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 708254-79-9 (3R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-vinyl-piperidine-1-carboxylic acid ethyl ester 
• 85598-65-8 [(3R,4S)-4-(2-Hydroxy-ethyl)-3-vinyl-piperidin-1-yl]-phenyl-methanone 

Downstream Products

• 708254-72-2 {(3R,4R)-4-[(E)-3-(6-Methoxy-quinolin-4-yl)-allyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 708254-81-3 {(3R,4S)-4-[(2R,3R)-2,3-Dihydroxy-3-(6-methoxy-quinolin-4-yl)-propyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 708254-85-7 {(3R,4S)-4-[(2S,3S)-2,3-Dihydroxy-3-(6-methoxy-quinolin-4-yl)-propyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 708254-82-4 {(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 708254-86-8 {(3R,4S)-4-[(2S,3S)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 
• 56-54-2 quinindine 

Relevant academic research and scientific papers

Stereocontrolled synthesis of quinine and quinidine

Disubstituted cyclopentene was prepared from cyclopentene monoacetate and transferred into disubstituted piperidine via oxidative cleavage of the olefin moiety followed by piperidine ring formation. The piperidine was then condensed at the side chain with a quinoline part to afford the olefin precursor of quinine. Finally, the olefin was converted into quinine through the corresponding epoxide. Quinidine was synthesized in a similar way.

Enantio- and stereocontrolled synthesis of (-)-semburin, (+)-N-benzoylmeroquinene aldehyde, (-)-antirhine, and (+)-isocorynantheol from common (+)-norcamphor

A general enantio- and stereocontrolled route to the representative secologanin natural products, (-)-semburin, (+)-N-benzoylmeroquinene aldehyde, (-)-antirhine, and (+)-isocorynantheol, has been developed starting from (+)-norcamphor as a common chiral b