articleEuropean Journal of Organic ChemistryJun 1, 2002Closed access

Asymmetric Michael Additions to Nitroalkenes

RWTH Aachen University

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Abstract

The asymmetric conjugate addition of various carbon and heteroatom nucleophiles to nitroalkenes as a tool for the construction of highly functionalized synthetic building blocks is presented. Diastereoselective, substrate-controlled 1,4-additions are also included. Besides auxiliary controlled asymmetric Michael additions, external asymmetric versions employing enantiopure additives, addition-elimination processes with enantiopure leaving groups, and catalytic asymmetric syntheses are described. The use of the highly reactive nitroalkenes as Michael acceptors opens the way to synthetically very useful C−C and C−X bond-forming reactions and subsequent transformations as is demonstrated by various applications.…

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Topics & keywords

Keywords
  • Enantiopure drug
  • Chemistry
  • Michael reaction
  • Enantioselective synthesis
  • Conjugate
  • Nucleophile
  • Addition reaction
  • Combinatorial chemistry
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