Asymmetric halo aldol reaction (AHA)

Org Lett. 2003 Feb 6;5(3):329-31. doi: 10.1021/ol027344+.

Abstract

[reaction: see text] The asymmetric halo aldol reaction (AHA) using Evans oxazolidinones as chiral auxiliaries has been established for tandem I-C/C-C bond formations. The new asymmetric reaction provides a practical approach to a variety of halo aldols of a non-Evans type that cannot be easily synthesized by other methods. Excellent diastereoselectivity (>95%) and yields (80-93%) have been obtained for eight examples.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Heterocyclic Compounds, 2-Ring / chemical synthesis*
  • Heterocyclic Compounds, 2-Ring / chemistry
  • Models, Molecular
  • Molecular Structure
  • Oxazolidinones / chemistry

Substances

  • Heterocyclic Compounds, 2-Ring
  • Oxazolidinones