222162-00-7

Upstream product

• 192431-42-8 (3aR,7aS)-3a-(2-Nitro-phenyl)-4-oxo-octahydro-indole-1-carboxylic acid 1-chloro-ethyl ester 
• 192431-33-7 (3aR,7aS)-N-[(S)-α-Methylbenzyl]-3a-(2-nitrophenyl)octahydroindol-4-one 
• 138040-07-0 2-Allyl-2-(2-nitrophenyl)-1,3-cyclohexanedione 
• 138040-06-9 3-allyloxy-2-(o-nitrophenyl)-2-cyclohexenone 
• 504-02-9 1,3-cylohexanedione 
• 609-73-4 o-nitroiodobenzene 
• 222162-04-1 (3aR,7aS)-3a-(2-Nitro-phenyl)-4-oxo-5-phenylselanyl-octahydro-indole-1-carboxylic acid 1-chloro-ethyl ester 

Downstream Products

• 466-85-3 (17R,19E)-17,18-epoxy-cur-19-en-17-ol 
• 57-24-9 strychnidin-10-one 
• 222162-02-9 (1R,7R,8S)-2-{(E)-2-[(tert-Butyldimethylsilyl)oxy]ethylidene}-7-(2-nitrophenyl)-4-azatricyclo[5.2.2.0^4,8]undecan-11-one 
• 222162-01-8 (3aR,7aS)-1-{(Z)-4-[(tert-Butyldimethylsilyl)oxy]-2-iodo-2-butenyl}-3a-(2-nitrophenyl)-1,2,3,3a,7,7a-hexahydroindol-4-one 
• 192574-05-3 (-)-7-(2-nitrophenyl)-2-vinylidene-4-azatricyclo[5.2.2.0^4,8]undecan-11-one 
• 192431-40-6 (3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one 
• 6883-33-6 (-)-tubifolidine 

Relevant academic research and scientific papers

Total synthesis of (-)-strychnine via the Wieland - Gumlich aldehyde

Fifteen steps suffice for an enantioselective total synthesis of (-)- strychnine (1) from 1,3-cyclohexanedione. The key steps are the easy generation of the enantiopure intermediate 2, the closure of the piperidine ring by a reductive Heck reaction, and the elaboration of the indoline nucleus in an advanced synthetic stage. TBDMS = tert-butyldimethylsilyl.

A general synthetic entry to Strychnos alkaloids of the curan type via a common 3a-(2-nitrophenyl)hexahydroindol-4-one intermediate. Total syntheses of (±)- and (-)-tubifolidine, (±)-akuammicine, (±)-19,20-dihydroakuammicine, (±)-norfluorocurarine, (±)-ec

A general strategy for the synthesis of pentacyclic Strychnos alkaloids with the curan skeleton has been developed. It utilizes 3a-(2-nitrophenyl)hexahydroindol-4-one (23), which was prepared from 2-allyl-2-(2-nitrophenyl)-1,3-cyclohexanedione (15), as th