Organic Letters 2013-04-19

Tandem ring-closing metathesis/isomerization reactions for the total synthesis of violacein.

Mette T Petersen, Thomas E Nielsen

Index: Org. Lett. 15(8) , 1986-9, (2013)

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Abstract

A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.

Related Compounds

  • Ruthenium
  • Violacein

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