
Tetrahedron p. 3503 - 3514 (1990)
Update date:2022-08-04
Topics:
Weyerstahl, Peter
Krohn, Kerstin
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, floral and sweet fragrance.
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Doi:10.1016/j.tetlet.2011.02.023
(2011)Doi:10.1021/ja200225m
(2011)Doi:10.1016/j.tetlet.2011.01.143
(2011)Doi:10.1007/s00044-011-9598-0
(2012)Doi:10.1039/c0jm04506c
(2011)Doi:10.1016/0022-328X(90)85345-Y
(1990)