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Chemistry of Natural Compounds

, Volume 8, Issue 4, pp 510–514 | Cite as

Olivomycin and related antibiotics XXV. Stereochemistry of the side chain of olivin

  • Yu. A. Berlin
  • M. N. Kolosov
  • L. A. Piotrovich
Article
  • 16 Downloads

Summary

The configurations of the C3′ and C4′ centers of olivin have been shown by the oxidative cleavage of olivin penta- and hexaacetates (V) and (VI) with the formation of D-acetyllactic and D-threo-dihydroxy-butyric acids (VIII) and (IX). The stereochemistry of the C1′ center has been determined by the spectropolarimetric correlation of the products of the degradation of olivin (XVI)–(XVIII) with the model substances (XXII)–(XXIV). As a result, the 2S, 3R, 1′S, 3′S, 4′R configuration has been established for olivin.

Keywords

Anilide Olivomycin PhNCO Isopropylidene Derivative Solute Configuration 

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Copyright information

© Consultants Bureau, a division of Plenum Publishing Corporation 1974

Authors and Affiliations

  • Yu. A. Berlin
  • M. N. Kolosov
  • L. A. Piotrovich

There are no affiliations available

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