Studies on the enantioselective Heck arylation of Ncarboethoxy 3-pyrroline with aryldiazonium salts

Studies on the enantioselective Heck arylation of Ncarboethoxy 3-pyrroline with aryldiazonium salts

Lustosa, Danilo Machado; Correia, Carlos Roque D.

Abstract:

The Heck-Matsuda reaction is an useful methodology to create new C-C bonds from olefins and aryldiazonium salts as substrates. There are very few reports describing this enantioselective reaction. Because of the great interest in the synthesis of chiral compounds, new enantioselective methods are welcome. Since the first example of the enantioselective Heck-Matsuda reaction was reported, the Correia’s group has been intensely studying this reaction. In this context, arylation of substrates such as N-carboethoxy 3-pyrroline (II) was elected as a key challenge. Once synthesized, these Heck adducts could be used as a building block to access enantioenriched biologically active compounds.

The Heck-Matsuda reaction is an useful methodology to create new C-C bonds from olefins and aryldiazonium salts as substrates. There are very few reports describing this enantioselective reaction. Because of the great interest in the synthesis of chiral compounds, new enantioselective methods are welcome. Since the first example of the enantioselective Heck-Matsuda reaction was reported, the Correia’s group has been intensely studying this reaction. In this context, arylation of substrates such as N-carboethoxy 3-pyrroline (II) was elected as a key challenge. Once synthesized, these Heck adducts could be used as a building block to access enantioenriched biologically active compounds.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013820154825

Referências bibliográficas

• [1] 1 Kikukawa, K.; Matsuda, T. Chem. Lett. 1977, 159,.
• [2] 2 Correia, C. R. D.; Oliveira, C. C.; Salles Jr., A. G.; Santos, E. A. F.,
• [3] Tetrahedron Lett. 2012, 53, 3325-3328.
• [4] 3 Werner, E.W.; Mei, T.S.; Burckle, A.J.; Sigman, M.S. Sience, 2012, 388,
• [5] 1455-1458.
• [6] 4 Carpes, M. J. S.; Correia, C. R. D. Tetrahedron Lett. 2002, 43, 741-744.

Como citar:

Lustosa, Danilo Machado; Correia, Carlos Roque D.; "Studies on the enantioselective Heck arylation of Ncarboethoxy 3-pyrroline with aryldiazonium salts", p-188-188. 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_2013820154825