Special Issue on Organic Synthesis

Proceedings of the Indian Academy of Sciences - Chemical Sciences

, Volume 100, Issue 2, pp 81-90

First online:

One-pot, three-component, sequential Michael-Michael-ring-closure reactions. Annulation of meta-dicarboxylated aromatic rings. Total synthesis of juncunol

  • Gary H. PosnerAffiliated withDepartment of Chemistry, The Johns Hopkins University
  • , Karen A. CanellaAffiliated withDepartment of Chemistry, The Johns Hopkins University
  • , Ernest F. SilversmithAffiliated withDepartment of Chemistry, The Johns Hopkins University

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Abstract

The preparative value of one-pot, multicomponent, sequential Michael-Michael-ring-closure reactions followed by aromatization is illustrated in two ways: (1) by a multi-gram example, and (2) by a total synthesis of juncunol, an unusual vinyldihydrophenanthrene.

Keywords

Sequential Michael-Michael-ring-closure reactions one-pot reactions benzannulations juncunol