95669-12-8

Upstream product

• 501-53-1 benzyl chloroformate 
• 60900-14-3 1-benzyl-3-ethyl-1,2,5,6-tetrahydropyridine 
• 128944-61-6 1-(benzyloxycarbonyl)-trans-3,4-dibromo-3-ethylpiperidine 
• 87167-73-5 1-benzyl-3-ethyl-pyridinium chloride 
• 55077-15-1 1-benzyl-3-ethylpyridinium bromide 
• 128944-60-5 1-benzyloxycarbonyl-3,4-dehydro-3-ethylpiperidine 
• 536-78-7 3-ethylpyridine 

Downstream Products

• 125213-26-5 (+/-)-2-(benzyloxycarbonyl)-6-ethyl-7-exo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-endo-carboxylic acid methyl ester 
• 125213-26-5 (+/-)-2-(benzyloxycarbonyl)-6-ethyl-7-endo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-exo-carboxylic acid methyl ester 
• 250593-27-2 2-carboxybenzyloxy-6-ethyl-2-azabicyclo[2.2.2]oct-5-ene 

Relevant academic research and scientific papers

Synthesis of 2,3-disubstituted indoles by radical cyclization with hypophosphorous acid and its application to total synthesis of (±)-catharanthine

Radical cyclization of o-alkenylthioanilides using hypophosphorous acid and AIBN in the presence of Et3N proceeded smoothly to furnish the corresponding 2,3-disubstituted indoles in high yields. Utilizing the newly developed cyciization condition, a stereocontrolled total synthesis of (±)-catharanthine has been completed.

Stereocontrolled total synthesis of (±)-catharanthine via radical-mediated indole formation

(matrix presented) A stereocontrolled total synthesis of (±)-catharanthine, 1, has been completed. The key step involves the radical-mediated cyclization of a highly functionalized intermediate to furnish the corresponding indole. The cyclization utilizes

SYNTHESIS OF VINCA ALKALOIDS AND RELATED COMPOUNDS XLVIII SYNTHESIS OF (+)-CATHARANTHINE AND (+/-)-ALLOCATHARANTHINE

The first synthesis of natural (+)-catharanthine (1) has been achieved in a few steps and in ca. 20 percent overall yield based on indole-3-acetic acid.The isomeric (+/-)-allocatharanthine was also prepared.