Synthesis and Olfactory Evaluation of Bulky Moiety-Modified Analogues to the Sandalwood Odorant Polysantol®

doi:10.3390/molecules14082780

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Molecules 2009, 14(8), 2780-2800; doi:10.3390/molecules14082780

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Synthesis and Olfactory Evaluation of Bulky Moiety-Modified Analogues to the Sandalwood Odorant Polysantol^®

Laura Chapado, Pablo J. Linares-Palomino, Concepción Badía, Sofía Salido, Manuel Nogueras, Adolfo Sánchez and Joaquín Altarejos*

Departamento de Química Inorgánica y Orgánica, Facultad de Ciencias Experimentales, Universidad de Jaén, 23071 Jaén, Spain

* Author to whom correspondence should be addressed.

Received: 17 June 2009; in revised form: 21 July 2009 / Accepted: 27 July 2009 / Published: 28 July 2009

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Abstract: Five new bulky moiety-modified analogues of the sandalwood odorant Polysantol^® have been synthesized by aldol condensation of appropriate aldehydes with butanone, deconjugative α-methylation of the resulting α,β-unsaturated ketones, and reduction of the corresponding β,γ-unsaturated ketones. The final compounds were evaluated organoleptically and one of them seemed to be of special interest for its natural sandalwood scent.

Keywords: sandalwood odorants; Polysantol® analogues; nopol derivative; odour evaluation

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MDPI and ACS Style

Chapado, L.; Linares-Palomino, P.J.; Badía, C.; Salido, S.; Nogueras, M.; Sánchez, A.; Altarejos, J. Synthesis and Olfactory Evaluation of Bulky Moiety-Modified Analogues to the Sandalwood Odorant Polysantol^®. Molecules 2009, 14, 2780-2800.

AMA Style

Chapado L, Linares-Palomino PJ, Badía C, Salido S, Nogueras M, Sánchez A, Altarejos J. Synthesis and Olfactory Evaluation of Bulky Moiety-Modified Analogues to the Sandalwood Odorant Polysantol^®. Molecules. 2009; 14(8):2780-2800.

Chicago/Turabian Style

Chapado, Laura; Linares-Palomino, Pablo J.; Badía, Concepción; Salido, Sofía; Nogueras, Manuel; Sánchez, Adolfo; Altarejos, Joaquín. 2009. "Synthesis and Olfactory Evaluation of Bulky Moiety-Modified Analogues to the Sandalwood Odorant Polysantol^®." Molecules 14, no. 8: 2780-2800.

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