138040-06-9Relevant academic research and scientific papers
Total synthesis of (-)-strychnine via the Wieland - Gumlich aldehyde
Sole, Daniel,Bonjoch, Josep,Garcia-Rubio, Silvina,Peidro, Emma,Bosch, Joan
, p. 395 - 397 (2007/10/03)
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.
3a-(o-nitrophenyl)octahydroindol-4-ones: Synthesis and spectroscopic analysis
Sole, Daniel,Bosch, Joan,Bonjoch, Josep
, p. 4013 - 4028 (2007/10/03)
A short entry to 3a-(o-nitrophenyl)octahydroindol-4-ones employing ozonolysis and double reductive amination of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (9) is described. The symmetric dione 9 is synthesized in a 50% overall yield from 1,3-cyclohexa
cis-3a-(o-nitrophenyl)octahydroindol-4-one. Building blocks for the synthesis of indole alkaloids
Sole, Daniel,Bonjoch, Josep
, p. 5183 - 5186 (2007/10/02)
A four-step synthesis of 3a-aryloctahydroindol-4-ones (1) in which the key step is the ozonolysis of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (5) followed by reductive aminocyclization was been accomplished. An asymmetric synthesis of the bicyclic s
