Cyclopropanated macrocyclic ketones and lactones

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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Reexamination Certificate

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11105626

ABSTRACT:
The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formulawherein X is an atom or a functional group selected from the group consisting of O, N, S, CH, or CH2;wherein Y is a straight or branched hydrocarbon moiety consisting of 1 to 20 carbon atoms;wherein W is a straight or branched hydrocarbon moiety of consisting of 1 to 20 carbon atoms; andwherein O is an oxygen atom;and the use of these novel compounds in creating fragrances, and scents in items such as perfumes, colognes and personal care products.

REFERENCES:
patent: 6100421 (2000-08-01), Adachi et al.
patent: 09221445 (1997-08-01), None
patent: 11021274 (1999-01-01), None
patent: 11292707 (1999-10-01), None
patent: 97/35851 (1997-10-01), None
Newcomb et al., “Evaluation of Norcarane as a probe for radicals in Cytochome P450-and soluble Methane Monooxygenase-Catalyzed hydroxylation Reactions”, J. Am. Chem. Soc., vol. 124, 2002, pp. 6879-6886.
Austin et al., “Xylene monooxygenase, a membrane-spanning non-heme diiron enzyme that hydroxylates hydrocarbons via a substrate radical intermediate”, J Biol Inorg Chem., vol. 8, 2003, pp. 733-740.
Auclair et al., “Revisiting the mechanism of P450 enzymes with the radical clocks norcarane and spiro[2,5] octane”, J. Am. Chem. Soc., vol. 124, pp. 6020-6027.
Brazeau et al., “Intermediate Q from soluble methane monooxygenase hydroxylates the mechanistic substrate probe norcarane: evidence for a stepwise reaction”, J. Am. Chem. Soc., vol. 123, 2001, pp. 11831-11837.
Wiberg et al., “Ring expansion and contraction of a two-carbon bridged spiropentane”, J. Org. Chem., 1998, vol. 63, pp. 1390-1401.
Kirihara et al., “Tertiary cyclopropanol systems as synthetic intermediates: novel mg-cleavage of tertiary cyclopropanol systems using vanadyl acetylacetonate”, Chemical Communications, 1998, vol. 16, pp. 1691-1692.
Ward et al., “Ring expansions of simple cyclic conjugated cyclopropyl ketones by the nozaki method are not regiospecific”, Journal of organic chemistry, 1992, vol. 57, pp. 1926-1928.
Takaya et al., “New synthesis of troponoid compounds via the iron carbonyl promoted cyclocoupling between polybromo ketones and 1,3-Dienes”, Journal of the American Chemical Society, 1978, vol. 100, pp. 1778-1785.
Paquette et al., “Stereoisomeric bishomo-3,5-cycloheptadienyl p-Toluenesulfonates as probes of the geometric and conformational dependence to long-range cyclopropyl interaction during acetolysis”, Journal of the American Chemical Society, 1977, vol. 99, pp. 828-834.
Lambert et al., “Competitive solvolytic homoconjugation”, Journal of the American Chemical Society, 1973, vol. 95, pp. 1570-1577.
Gassman et al., “Reactions of trans-fused cyclopropanes. The synthesis and solvolysis of 4-hydroxy-trans-bicyclo[5.1.0]octane p-Bromobenzenesulfonate”, Journal of the American Chemical Society, 1971, vol. 93, pp. 1673-1681.
Antony-Mayer et al., “Bicyclo [6.1.0] nonynes”, Chemische Berichte, 1988, vol. 121, pp. 2013-2018.
Hanold et al., “Unsymmetrical cyclooctadienynes: 1,3-cyclooctadien-5-yne and 1,6-cyclooctadien-3-yne”, Chemische Berichte, 1985, vol. 118, pp. 198-209.
Proksch et al., “Oxidation of cyclopropyl hydrocarbons with ozone”, Angewandte Chemie, 1976, vol. 88, pp. 802-803.
“Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. Nucleophilic Additions to the Carbonyl Carbons of Bicyclo[m.1.0]alkan-2-ones,” Eugene A. Mash, Timothy M. Gregg, and Michelle A. Kaczynski; Journal of Organic Chemistry 1996, 61, 2743-2752.
“Development of Molecular Mechanics Torison Parameters for α, β-cyclopropyl ketones and conformational analysis of bicycle [m.1.0]alkan-2-ones,” Eugene A. Mash, Timothy M. Gregg, Matthew T. Stahl, and W. Patrick Walters; Journal of Organic Chemistry 1996, 61, 2738-2742.
“Diastereoselective Manipulations of Bicyclo [m.1.0]alkane Derivatives. Reactions of Nucleophiles with bicyclo [m.1.0]alk-3-en-2-ones,” Eugene A. Mash, Timothy M. Gregg, and James A. Brown; Journal of Organic Chemistry 1997, 62, 8513-8521.

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