127811-16-9Relevant academic research and scientific papers
Selective oxidation of nitrocompounds by dimethyldioxirane
Ballini, Roberto,Papa, Fabrizio,Bovicelli, Paolo
, p. 3507 - 3510 (1996)
An efficient monooxidation of nitrodiols was performed by dimethyldioxirane, exploiting the inhibiting effect of the nitro group on reaction at adjacent centers. The reaction appears of general value when an alcoholic moiety is in α or β to the nitro grou
Stereochemical control in microbial reduction. 12. (S)-4-nitro-2-butanol as a source to synthesize natural products
Nakamura,Kitayama,Inoue,Ohno
, p. 91 - 96 (2007/10/02)
(S)-(+)-4-Nitro-2-butanol (1) obtained by the stereoselective reduction of 4-nitro-2-butanone by bakers' yeast was employed for the syntheses of natural products. A precursor of (+)-brefeldin A is synthesized starting from this chiral building block by 10 steps short-cut procedure compared with the shortest method so far reported. (S)-(+)-Sulcatol is obtained in much better enantiomeric purity than those reported. The reactivity of 1 in base-catalyzed condensations with Michael acceptors or aldehydes is largely affected by a base employed as the catalyst.
