934296-24-9

Upstream product

• 880152-28-3 acetic acid 2-[3-amino-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-cyclohex-1-enylmethyl ester 
• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 1423-60-5 methyl ethynyl ketone 
• 880152-30-7 2-(3-tert-butoxycarbonylamino-4-hydroxy-butyl)-cyclohex-1-enecarboxylic acid ethyl ester 
• 880152-29-4 4-[2-(2-ethoxycarbonyl-cyclohex-1-enyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 880152-31-8 [1-(tert-butyl-diphenyl-silanyloxymethyl)-3-(2-hydroxymethyl-cyclohex-1-enyl)-propyl]-carbamic acid tert-butyl ester 
• 122135-83-5 ethyl 2-trifluoromethanesulfonyloxycyclohex-1-enecarboxylate 

Downstream Products

• 934296-25-0 2-[4-(tert-butyl-diphenyl-silanyloxy)-3-(3-oxo-but-1-enylamino)-butyl]-cyclohex-1-enecarbaldehyde 
• 934296-26-1 1-[3-(tert-butyl-diphenyl-silanyloxymethyl)-2,3,7,7a,8,9,10,11-octahydro-1H-pyrrolo[2,1-j]quinolin-6-yl]-ethanone 

Relevant academic research and scientific papers

Aza-[3 + 3] annulations. Part 6. Total syntheses of putative (-)-lepadiformine and (-)-cylindricine C

Efforts in achieving an enantioselective total synthesis of (-)-cylindricine C along with the syntheses of putative lepadiformine, epi-lepadiformines, (-)-4-deoxo-cylindricine C, and (-?-2-epi-cylindricine C are described here in details. These syntheses feature a stereoselective intramolecular aza-[3 + 3] annulation as a unified strategy, and specifically, the total synthesis of (-)-cylindricine C was accomplished in 22 steps with a 4.5% overall yield from L-serine. In addition, we developed an interesting halohydrin formation for the construction of the C4-ketone of cylindricines.