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. 2009 Nov 19;11(22):5186-9.
doi: 10.1021/ol902123h.

Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans

Shawn E Larson  1 , Juan C Baso, Guilong Li, Jon C Antilla
Affiliations

Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans

Shawn E Larson et al. Org Lett. .

Abstract

Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.

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Figures

Figure 1
Figure 1
Chiral Phosphoric Acids
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