Cis-configurational unsaturated ester, process for producing the

Details Cis-configurational unsaturated ester, process for producing the Cis-configurational unsaturated ester, process for producing the

1999-04-12

2000-12-12

Warden, Jill

Perfume compositions

Perfume compositions

Oxygen containing active ingredient

560129, 560205, A61K 746, C07C 6900, C07C 6952

Patent

active

06159928&

ABSTRACT:
The present invention provides a cis-configurational unsaturated ester represented by the formula (1) ##STR1## (where R is a methyl group or a phenyl group, and n is 1 or 2) and also provides a fragrance composition containing the cis-configurational unsaturated ester in an effective amount. The cis-configurational unsaturated ester represented by the formula (1) can be produced by
reacting a cyclic vinyl ether represented by the formula (2a) ##STR2## (where n is defined as above) with a Grignard reagent represented by the formula (3a)

REFERENCES:
patent: 4387047 (1983-06-01), Sundt et al.
patent: 5405974 (1995-04-01), Murahashi et al.
patent: 5652205 (1997-07-01), Hartman et al.
Steffen Arctander, Perfume and Flavor Chemicals II, 1 page, "2159: Methyl Pentenyl Acetate", 1969.
Ernest Wenkert, et al., J. Org. Chem., vol. 49, No. 25, pp. 4894-4899, "Transformation of Carbon-Oxygen into Carbon-Carbon Bonds Mediated by Low-Valent Nickel Species", 1984.
Ernest Wenkert, et al., Journal of the American Chemical Society, vol. 101, No. 8, pp. 2246-2247, "Nickel-Induced Conversion of Carbon-Oxygen into Carbon-Carbon Bonds. One-Step Transformations of Enol Ethers Into Olefins and Aryl Ethers into Biaryls", Apr. 11, 1979.
Jean-Philippe Ducoux, et al., Tetrahedron, vol. 48, No. 31, pp. 6403-6412, "An Efficient and Stereoselective Synthesis of Insect Pheromones by Way of Nickel-Catalyzed Grignard Reactions.sup.1. Syntheses of Gossyplure and Pheromones of Eudia Pavonia and Drosophila Melanogaster.", 1992.
Allen B. Reitz, et al., J. Org. Chem. vol. 52, No. 19, pp. 4191-4202, "Stereoselectivity of Electrophile-Promoted Cyclizations of .gamma.-Hydroxyalkenes. An Investigation of Carbohydrate-Derived and Model Substrates", 1987.
Waldemar Adam, , et al., J. Am. Chem. Soc., vol. 118, No. 8, pp. 1899-1905, "Diastereoselective Singlet Oxygen Ene Reaction (Schenck Reaction) and Diastereoselective Epoxidations of Heteroatom-Substituted Acyclic Chiral Olefins: A Mechanistic Comparison", 1996.
Edward D. Mihelich, et al., J. Am. Chem. Soc., vol. 103, No. 25, pp. 7690-7692, "Vanadium-Catalyzed Epoxidations. 2. Highly Stereoselective Epoxidations of Acyclic Homoallylic Alcohols Predicted by a Detailed Transition-State Model.sup.1 ", 1981.
Kohei Tamao, et al., J. Am. Chem. Soc., vol. 108, No. 19, pp. 6090-6093, "Stereocontrol in Intramolecular Hydrosilation of Allyl and Homoallyl Alcohols: A New Approach to the Stereoselective Synthesis of 1,3-Diol Skeletons.sup.1 ", 1986.
Denis Prat, et al., Tetrahedron Letters, vol. 27, No. 6, pp. 711-714, "Stereoselective Epoxidation of Allylic and Homoallylic Alcohols with 30% Hydrogen Peroxide Catalyzed by Tungstic Acid in Buffered Media", 1986.
Claudio Fuganti, et al., J. C. S. Chem. Comm., pp. 995-997, "Efficient Stereoselective Synthesis of Natural .alpha.-Tocopherol (Vitamin E)", 1979 .

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