Sweet catalysis! The enantio-and diastereoselective cycloaddition reaction of azlactones with β,γ-unsaturated α-ketoesters was demonstrated by taking advantage of the multiple reactive sites on the azlactone with the use of an axially chiral guanidine-base catalyst. The most likely reaction pathway involves three consecutive steps to provide a facile access to α-amino δ-lactones with a sugar framework in a highly stereoselective manner (see scheme).
|Number of pages||4|
|Journal||Chemistry - A European Journal|
|Publication status||Published - 2011 Dec 7|
- amino sugar
- asymmetric catalysis
ASJC Scopus subject areas
- Organic Chemistry