Enantioselective Arylation of Aliphatic Aldehydes Catalyzed by Chiral Amino Alcohols derived from Amino Acids

Enantioselective Arylation of Aliphatic Aldehydes Catalyzed by Chiral Amino Alcohols derived from Amino Acids

Lüdtke, Maria Eduarda Contreira (PG)* e Diogo Seibert

Abstract:

Chiral secondary alcohols are important tools in organic chemistry, because they are precursors blocks of several natural products and drugs. One of the most studied methods for obtaining these alcohols is the catalytic asymmetric arylation of aldehydes, where the use of the reaction of boron-zinc exchange, generating reactive aryl zinc species stands out as one of the most interesting methods for selective transfer of aryl, as arylboronic compounds may be obtained commercially or readily synthesized. In this context, we report herein preliminary results of our studies on the enantioselective arylation of aliphatic aldehydes using as chiral ligands, amino alcohols derived from amino acids L-phenylalanine, L-valine and L-proline.

Chiral secondary alcohols are important tools in organic chemistry, because they are precursors blocks of several natural products and drugs. One of the most studied methods for obtaining these alcohols is the catalytic asymmetric arylation of aldehydes, where the use of the reaction of boron-zinc exchange, generating reactive aryl zinc species stands out as one of the most interesting methods for selective transfer of aryl, as arylboronic compounds may be obtained commercially or readily synthesized. In this context, we report herein preliminary results of our studies on the enantioselective arylation of aliphatic aldehydes using as chiral ligands, amino alcohols derived from amino acids L-phenylalanine, L-valine and L-proline.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013914213953

Referências bibliográficas

• [1] 1Wu, N.; Bo, R.; Zhang, R.; Jiang, X.; Wan, Y.; Xu, Z.; Wu, H. Letters in
• [2] Organic Chemistry. 2012, 9, 644-649.
• [3] 2Wouters, A. D.; Trossini, G. H. G.; Stefani, H. A.; Lüdtke, D. S. Eur. J. Org.
• [4] Chem. 2010, 2351-2356.

Como citar:

Lüdtke, Maria Eduarda Contreira (PG)* e Diogo Seibert; "Enantioselective Arylation of Aliphatic Aldehydes Catalyzed by Chiral Amino Alcohols derived from Amino Acids", p-248-248. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013914213953