Synthetic studies towards Ambrox and analogues from coronarin-D

Synthetic studies towards Ambrox and analogues from coronarin-D

Imamura, Paulo M.; Okubo, Márcia Y.; Baptistella, Lúcia Helena B.

Abstract:

Tetranorlabdane oxide (1) is a synthetic substitute of ambergris and is known in the market under the trade names Ambrox_ (Firmenich), Amberlyn_ (Quest) and Ambroxan_ (Henkel). The number of publications on this topic in the last years still demonstrate the great interest and importance of ambergris derivatives nowadays. As part of our current interest on organic synthesis using natural products as chiral templates, we undertook the synthesis of Ambrox_ (1) from readily available coronarin-D (2), isolated from Hedychium coronarium.

Tetranorlabdane oxide (1) is a synthetic substitute of ambergris and is known in the market under the trade names Ambrox_ (Firmenich), Amberlyn_ (Quest) and Ambroxan_ (Henkel). The number of publications on this topic in the last years still demonstrate the great interest and importance of ambergris derivatives nowadays. As part of our current interest on organic synthesis using natural products as chiral templates, we undertook the synthesis of Ambrox_ (1) from readily available coronarin-D (2), isolated from Hedychium coronarium.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0312-1

Referências bibliográficas

• [1] 1 Sell, C. Chem. Ind. 1990, 20, 516.
• [2] 2 Stoll, M.; Hinder, M. Helv. Chim. Acta 1950, 33, 1251., ibid 1308.
• [3] 3 For recent publications see: Xie, YP; Li, BG; Luo, YG, Hen, X.Z., Zhang, G.L. Helv. Chim. Acta 2008, 91, 734.
• [4] 4 Okubo, M.Y., Imamura, P.M., Baptistella, L.H.B., unpublished results.
• [5] 5 Giacomini, R. A., Miranda, P. C. M. de L., Baptistella, L. H. B., Imamura, P. M. Arkivok 2003, Part X, 314

Como citar:

Imamura, Paulo M.; Okubo, Márcia Y.; Baptistella, Lúcia Helena B.; "Synthetic studies towards Ambrox and analogues from coronarin-D", p-312-312. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0312-1