Synthesis of manzacidin A and C: efficient construction of quaternary carbon stereocenters bearing nitrogen substituents

Org Biomol Chem. 2012 Jan 21;10(3):614-22. doi: 10.1039/c1ob06559a. Epub 2011 Nov 24.

Abstract

An efficient synthetic method for stereoselective construction of asymmetric quaternary carbon stereocenters, bearing nitrogen in the form of Boc-protected allyl amines, has been developed. This methodology is employed in the synthesis of marine alkaloids, manzacidin A and C.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon / chemistry*
  • Chemistry Techniques, Synthetic / methods*
  • Nitrogen / chemistry*
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry*
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry*
  • Stereoisomerism

Substances

  • Pyrimidines
  • Pyrroles
  • manzacidin A
  • manzacidin C
  • Carbon
  • Nitrogen