Stereospecific access to -hydroxycarboxylic acids: chiral pool approach using arabinose and galactose. Preliminary results.

Stereospecific access to -hydroxycarboxylic acids: chiral pool approach using arabinose and galactose. Preliminary results.

Silva, Paulo Roberto da; Soares, Fábio da Paixão; Doboszewski, Bogdan

Abstract:

Carbohydrates are well-known substrates for stereoselective chiral pool synthesis, due to their known absolute configurations and developed methodology of selective manipulation of the –OH groups. Since both enantiomeric final products are sometimes necessary, D- and L- sugars should be available. Since D- and L-arabinose are easily available, we concentrated attention on them to obtain general building blocks for - hydroxycarboxylic acids synthesis. Alternatively, Dgalactose was used considering a fact, that it can be converted to its L-enantiomer. Consequently, both approaches are stereospecific.

Carbohydrates are well-known substrates for stereoselective chiral pool synthesis, due to their known absolute configurations and developed methodology of selective manipulation of the –OH groups. Since both enantiomeric final products are sometimes necessary, D- and L- sugars should be available. Since D- and L-arabinose are easily available, we concentrated attention on them to obtain general building blocks for - hydroxycarboxylic acids synthesis. Alternatively, Dgalactose was used considering a fact, that it can be converted to its L-enantiomer. Consequently, both approaches are stereospecific.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0054-1

Referências bibliográficas

• [1] 1 Doboszewski, B.; Silva, P.R. da; Nazarenko, A.Y.; Nemykin, V.N. Acta Cryst.2010,E66,3217

Como citar:

Silva, Paulo Roberto da; Soares, Fábio da Paixão; Doboszewski, Bogdan; "Stereospecific access to -hydroxycarboxylic acids: chiral pool approach using arabinose and galactose. Preliminary results.", p-54-54. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0054-1