Asymmetric halo aldol reaction (AHA).
[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.
Li
Guigen
G
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA. qeggl@ttu.edu
Xu
Xin
X
Chen
Dianjun
D
Timmons
Cody
C
Carducci
Michael D
MD
Headley
Allan D
AD
D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D023303:Oxazolidinones / Q000737:chemistry
D006574:Heterocyclic Compounds, 2-Ring; D023303:Oxazolidinones