Stereoselective Synthesis of a cis-Cedrane-8,9-diol as a Key Intermediate for an Amber Odorant

The naturally occurring (-)-alpha-cedrene exhibits a weak woody and cedarlike odor. In contrast, cis-cedrene acetonide, which is a derivative of cedrene, is an extremely powerful semisynthetic aroma molecule. The current process starting from cedrene yields cis-cedrene acetonide in an overall yield...

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Veröffentlicht in:Organic process research & development 2021-01, Vol.25 (1), p.89-97
Hauptverfasser: Stefanow, Vivian, Grandane, Aiga, Eh, Marcus, Panten, Johannes, Spannenberg, Anke, Werner, Thomas
Format: Artikel
Sprache:eng
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Zusammenfassung:The naturally occurring (-)-alpha-cedrene exhibits a weak woody and cedarlike odor. In contrast, cis-cedrene acetonide, which is a derivative of cedrene, is an extremely powerful semisynthetic aroma molecule. The current process starting from cedrene yields cis-cedrene acetonide in an overall yield of 99% yield.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.0c00423