alpha-Alkyl beta-amino esters are available in high diastereoselectivity through a silicon-free Claisen enolate [3,3]-sigmatropic rearrangement of enamide esters. Optimisation studies have probed the crucial role of the initial enolisation and the nature of the enamide N-centre. The demonstration of chirality transfer and the formation of beta-proline systems, is also presented.
|Number of pages||5|
|Journal||Organic and Biomolecular Chemistry|
|Publication status||Published - 2012|