Methodological study of the classic Claisen rearrangement in Morita-Baylis-Hillman adducts

Methodological study of the classic Claisen rearrangement in Morita-Baylis-Hillman adducts

Rodrigues, Tiago C. A. F.; Machado, Wender Alves da Silva* e Angelo H. L.

Abstract:

Although the Claisen rearrangement has been discovered over 100 years ago, studies on its reaction mechanism, the use of catalysts and its application on Total Synthesis are still updated. There is only one example of classic Claisen rearrangement in Morita-Baylis-Hillman (MBH) adducts described in the literature. This example involves the synthesis of pilocarpine, a therapeutic agent used in the treatment of glaucoma. This paper aims to present our former results on the investigation of the classic Claisen rearrangement of MBH adducts.

Although the Claisen rearrangement has been discovered over 100 years ago, studies on its reaction mechanism, the use of catalysts and its application on Total Synthesis are still updated. There is only one example of classic Claisen rearrangement in Morita-Baylis-Hillman (MBH) adducts described in the literature. This example involves the synthesis of pilocarpine, a therapeutic agent used in the treatment of glaucoma. This paper aims to present our former results on the investigation of the classic Claisen rearrangement of MBH adducts.

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DOI: 10.5151/chempro-15bmos-BMOS2013_20139316573

Referências bibliográficas

• [1] 1 Horne, A. D.; Fugmann, B.; Yakushijin, K.; Buchi, G. J. Org. Chem.1993, 58, 62-64.
• [2] 2 Junior, G. L. C; Oliveira, G. R.; Subrinho, L. F.; Andrade, G. N.; Vasconcellos, L. A. A. M. J. Braz. Chem. Soc. 2011, 22, 2220-2224.
• [3] 3 Srikrishna, A.; Yelamaggad, V. C.; Kumar, P. P. J. Chem. Soc. 1999, 2877-2881.

Como citar:

Rodrigues, Tiago C. A. F.; Machado, Wender Alves da Silva* e Angelo H. L.; "Methodological study of the classic Claisen rearrangement in Morita-Baylis-Hillman adducts", p-18-18. 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_20139316573