An efficient synthesis of anti-2-alkyl b3-amino acids was developed starting from the fully protected b3-amino acids. The strategy allows the introduction of the side chain of natural a-amino acids such as Ala, Phe and Ser at the C-2 position, with high diastereoselectivity. The preparation of 2-methyliden-b3-amino acids is also reported. This methodology does not need the use of expensive chiral reagents and/or chiral auxiliaries, and leads to compounds with orthogonal protecting groups.
Highly diastereoselective preparation of anti-alfa,beta-dialkyl beta-amino acids containing natural alfa-amino acid side chains
DE NISCO, Mauro;
2007-01-01
Abstract
An efficient synthesis of anti-2-alkyl b3-amino acids was developed starting from the fully protected b3-amino acids. The strategy allows the introduction of the side chain of natural a-amino acids such as Ala, Phe and Ser at the C-2 position, with high diastereoselectivity. The preparation of 2-methyliden-b3-amino acids is also reported. This methodology does not need the use of expensive chiral reagents and/or chiral auxiliaries, and leads to compounds with orthogonal protecting groups.File in questo prodotto:
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