Aminocatalyzed asymmetric Diels-Alder reaction of 2,4-dienals and rhodanine/hydantoin derivatives

Chem Commun (Camb). 2013 Mar 14;49(21):2157-9. doi: 10.1039/c3cc00023k. Epub 2013 Feb 7.

Abstract

Aminocatalyzed asymmetric Diels-Alder reaction between 2,4-dienals and rhodanine/hydantoin derivatives via trienamine mechanism has been developed to synthesize various spirocyclic compounds with good yields (up to 98%) and excellent stereoselectivities (up to 99% ee and >19 : 1 dr).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cycloaddition Reaction
  • Hydantoins / chemistry*
  • Rhodanine / chemistry*
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Hydantoins
  • Spiro Compounds
  • Rhodanine