Abstract
The use of structurally similar chiral non-racemic azomethine ylides, nitrones and azomethine imines derived from 1,2-aminol alcohols in asymmetric dipolar cycloadditions is reviewed. This general survey underlines the great synthetic potential of dipolar cycloadditions, especially in a diversity-oriented approach and enables a direct comparison of the reactivity of apparently closely related reactive systems.
1 Introduction
2 Azomethine Ylides
2.1 Reactions Involving Ylides Derived from Formaldehyde
2.2 Reactions Involving Ylides Derived from Aliphatic or Aromatic Aldehydes
2.3 Reactions Involving Ylides Derived from Alkyl Glyoxylates or Ketones
2.4 Synthetic Applications
3 Nitrones
3.1 Reactions with Alkenes
3.2 Synthetic Applications
4 Azomethine Imines
4.1 Ylide Generation
4.2 Reactions Involving Ylides Derived from Aliphatic or Aromatic Aldehydes
4.3 Reactions Involving Ylides Derived from Alkyl Glyoxylates
4.4 Synthetic Applications
5 Conclusion
Key words
cycloadditions - ylides - stereoselective synthesis - heterocycles - multicomponent reactions
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