76777-60-1Relevant academic research and scientific papers
STEREOSELECTIVE SYNTHESIS OF CIS-α,β-EPOXYESTERS AND ALDEHYDES VIA DIVALENT TIN ENOLATE. A SYNTHESIS OF 2-AMINO-2-DEOXY-D-ARABINITOL
Mukaiyama, Teruaki,Yura, Takeshi,Iwasawa, Nobuharu
, p. 809 - 812 (2007/10/02)
A convenient method for the stereoselective synthesis of cis-α,β-epoxyesters and aldehydes is established according to the Sn(OTf)2 mediated cross aldol reaction between α-bromo-α'-silyloxyketone and aldehyde.The reaction is applied to the stereoselective synthesis of 2-amino-2-deoxy-D-arabinitol.
Reduction of Substituted Δ2-Isoxazolines. Synthesis of β-Hydroxy Acid Derivatives
Curran, Dennis P.,Scanga, Susan A.,Fenk, Christopher J.
, p. 3474 - 3478 (2007/10/02)
Three separate methods are reported for the formation of β-hydroxy acid derivatives from readily available substituted Δ2-isoxazolines.Cycloaddition of 2,2-dimethylpropanenitrile oxide with a variety of olefins followed by reductive cleavage produces α '-tert-butyl β-hydroxy ketones.These are cleaved to β-hydroxy tert-butyl esters by Baeyer-Villiger oxidation with peroxytrifluoroacetic acid.In the second approach, α ',β-dihydroxy ketones are generated via cycloaddition of olefins with the nitrile oxide generated from 2--2-methyl-1-nitropropane followed by reductive ring opening.Standard periodic acid cleavage gives β-hydroxy acids.Finally, 3-methoxy-substituted Δ2-isoxazolines, readily available via benzenesulfonylcarbonitrile oxide-olefin cycloaddition and methoxide displacement, are directly reduced to β-hydroxy esters.
Synthesis and Reactions of Simple 3(2H)-Furanones
Smith, Amos B.,Levenberg, Patricia A.,Jerris, Paula J.,Scarborough, Robert M.,Wovkulich, Peter M.
, p. 1501 - 1513 (2007/10/02)
Interest in the total synthesis of natural product antitumor agents which have as a central structural element the 3(2H)-furanone ring system has led to the development of an efficient general synthesis of a variety of simple 3(2H)-furanones.The strategy
