Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013

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Synthesis of 3-hydroxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate as a versatile intermediate in preparative organic chemistry

Moreira, Bárbara V. ; Raminelli, Cristiano ;

Abstract:

Owing to the considerable importance of benzyne as highly reactive intermediate in organic chemistry, with applications in total syntheses and in preparations of functional materials, we intend to synthesize the 3-hydroxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (6), envisioning the employment of such aryne precursor in reactions of insertion into sigma bonds, in cycloaddition reactions and in the total synthesis of bioactive natural products.

Abstract:

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Palavras-chave: benzyne chemistry, 3-hydroxy-2-(trimethylsilyl)phenyl triflate, versatile intermediate,

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DOI: 10.5151/chempro-15bmos-BMOS2013_201391593549

Referências bibliográficas
  • [1] 1 (a) Tadross, P. M.; Stoltz B. M. Chem. Rev. 2012, 122, 3550. (b) Gampe, C. M.; Carreira, E. M. Angew. Chem. Int. Ed. 2012, 41, 2766.
  • [2] 2 Guitián, E.; Pérez, D. Peña, D. Top. Organomet Chem. 2005, 14, 109.
  • [3] 3 Peña, D.; Pérez, D.; Guitián, E.; Castedo, L. J. Am. Chem. Soc. 1999, 121, 5827.
  • [4] 4 Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; John Wiley And Sons: New York, 1999, 3a Ed.
Como citar:

Moreira, Bárbara V.; Raminelli, Cristiano; "Synthesis of 3-hydroxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate as a versatile intermediate in preparative organic chemistry", p. 101 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-15bmos-BMOS2013_201391593549

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