Tetrahedron

Structure-odor correlation-IX from 1, 8-cineol to sesquicineol-change of odor with structure

P Weyerstahl, K Krohn

Index: Weyerstahl, Peter; Krohn, Kerstin Tetrahedron, 1990 , vol. 46, # 10 p. 3503 - 3514

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Citation Number: 17

Abstract

Cu (I) catalyzed 1, 4-Grignard reaction of the key compound 6 led to the bicyclic keto ethers 7-15 together with small amounts of the alcohols 16-25. Wolff-Kishner reduction of 8-15 gave the 1, 8-cineol homologues 26-32 and sesquicineol (2).-The fresh and camphoraceous odor of 1 changes stepwise with increasing side chain to herbaceous and spicy notes, compounds with branched side chains show lavender undertones. 2 has a pleasant fruity, ...