Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters.

نویسندگان

  • J Martín Torres-Valencia
  • Guadalupe I León
  • J Roberto Villagómez-Ibarra
  • Oscar R Suárez-Castillo
  • Carlos M Cerda-García-Rojas
  • Pedro Joseph-Nathan
چکیده

A method to determine the absolute configuration of 2,3-epoxy-2-methylbutanoate ester residues in natural products is presented, based on (i) the reduction of the ester function to yield a 2-methyl-1,2-butanediol, (ii) esterification of the obtained primary alcohol with either (R)-(+)- or (S)-(-)-Mosher's acid to afford the corresponding Mosher's ester, and (iii) 1H-NMR spectral comparison of the final product with that of the Mosher's esters prepared from 2-methyl-1,2-butanediols of known stereochemistry.

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عنوان ژورنال:
  • Phytochemical analysis : PCA

دوره 13 6  شماره 

صفحات  -

تاریخ انتشار 2002