Exploring the enantioselective Heck-Matsuda reaction with electron-rich endocyclic olefins – 2,3-dihydrofuran asymmetric arylation

Exploring the enantioselective Heck-Matsuda reaction with electron-rich endocyclic olefins – 2,3-dihydrofuran asymmetric arylation

Schwalm, Cristiane Storck; Correia, Carlos Roque Duarte

Abstract:

The Heck reaction is a powerful tool for C-C bond formation, being widely used in the modern organic synthesis. The Heck-Matsuda reaction (HM), which employs arenediazonium salts as arylating agents, is gaining increasing prominence, requiring milder reaction conditions and simpler experimental procedures. Recently, our research group reported the first example of the enantioselective HM reaction employing chiral bis-oxazoline ligands. We present herein studies aiming at the enantioselective arylation of 2,3-DHF, a cyclic activated olefin.

The Heck reaction is a powerful tool for C-C bond formation, being widely used in the modern organic synthesis. The Heck-Matsuda reaction (HM), which employs arenediazonium salts as arylating agents, is gaining increasing prominence, requiring milder reaction conditions and simpler experimental procedures. Recently, our research group reported the first example of the enantioselective HM reaction employing chiral bis-oxazoline ligands. We present herein studies aiming at the enantioselective arylation of 2,3-DHF, a cyclic activated olefin.

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DOI: 10.5151/chempro-15bmos-BMOS2013_20139720518

Referências bibliográficas

• [1] 1 Taylor, J. G.; Moro, A. V.; Correia, C. R. D. Eur. J. Org. Chem. 2011, 1403-1428.
• [2] 2 Correia, C. R. D.; Oliveira, C. C.; Salles Jr., A. G.; Santos, E. A. F. Tetrahedron Lett. 2012, 53, 3325-3328.

Como citar:

Schwalm, Cristiane Storck; Correia, Carlos Roque Duarte; "Exploring the enantioselective Heck-Matsuda reaction with electron-rich endocyclic olefins – 2,3-dihydrofuran asymmetric arylation", p-24-24. 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_20139720518