Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1990-09-28
1991-08-20
Reamer, James H.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568341, 568361, C07C 4921
Patent
active
050416782
ABSTRACT:
Optically active isomers of alpha-damascone of formula ##STR1## wherein the wavy line designates a C--C bound of cis or trans configuration and its 3-buten-1-one derivative are new compounds having utility in the perfume and flavor industry. They can be prepared starting from an enolate of formula ##STR2## where the wavy line has the meaning given above and Me designates an alkali metal, preferably lithium or magnesium, by treating said enolate with a bifunctional nitrogen derivative of formula ##STR3## where the asterisk identifies a center of chirality;
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Ohloff et al., Helve. Chim. Acta, vol. 53, pp. 531 (1970).
Naef et al., Grignand and Hydride Addition to a Ketene Intermediate: A Novel Access to .alpha.-Damascone and .alpha.-Cyclocitral, Tetrahedron, vol. 42, No. 12, pp. 3245-3250 (1986).
Fehr Charles
Galindo Jose
Firmenich S.A.
Reamer James H.
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