22862-75-5Relevant academic research and scientific papers
Stereoselective Total Synthesis of Unnatural (+)-Anisomycin
Ajay, Sama,Saidhareddy, Puli,Shaw, Arun K.
, p. 1191 - 1196 (2016/05/11)
Stereoselective total synthesis of unnatural (+)-anisomycin from d-glucose has been achieved with an overall yield of 23%. The key synthetic features are regioselective opening of an epoxide, azidation of the resulting alcohol, and finally one-pot hydroge
Syntheses of enantiomerically pure 2-substituted pyrrolidin-3-ones via lithiated alkoxyallenes - An auxiliary-based synthesis of both enantiomers of the antibiotic anisomycin
Kaden, Silvia,Brockmann, Mirjam,Reissig, Hans-Ulrich
, p. 1826 - 1838 (2007/10/03)
The hydrochlorides of both enantiomers of the antibiotic anisomycin were prepared starting with the 'diacetone-fructose'-substituted allene 1 and the N-Boc-protected imine precursor 2a. Addition of an excess of lithiated 1 to 2a provided a 2:1 mixture 3a
An aldol-based approach to the synthesis of the antibiotic anisomycin
Hulme, Alison N.,Rosser, Edward M.
, p. 265 - 267 (2007/10/03)
Chemical equation presented A new approach to the synthesis of the antibiotic anisomycin is reported that relies upon a key aldol disconnection. The glycolate aldol coupling proceeds in 75% yield and with >95% diastereoselectivity, which allows the 13-step synthesis to proceed in 35% overall yield.
Stereoselective synthesis and biological evaluation of anisomycin and 2- substituted analogues
Schwardt, Oliver,Veith, Ulrich,Gaspard, Christiane,Jaeger, Volker
, p. 1473 - 1490 (2007/10/03)
The naturally occurring pyrrolidine anisomycin 1, its deacetyl derivative 9k, and some previously unknown analogues were prepared from 2-O- benzyl-3,4-O-isopropylidene-L-threose 2, via the N-benzylimine 3, using highly threo-selective additions of organol
