Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1985-01-04
1986-08-05
Reamer, James H.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568404, C07C 4551
Patent
active
046044868
ABSTRACT:
A method of preparing optically active ketones having the general formula ##STR1## wherein R.sup.2 and R.sup.3 indicate hydrocarbon groups having 1 to 20 carbon atoms characterized by submitting an optically active sulfonyloxy alcohol having the general formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 indicate hydrocarbon groups having carbon atoms of 1 to 20 and which optionally contain N, O, P and S. The symbol * indicates asymmetric carbon atoms to rearrangement in a solvent and in the presence of organoaluminum compounds given by the general formula R.sub.3-n.sup.4 AlX.sub.n, (wherein R.sup.4 indicates an alkyl group having carbon atoms of 1 to 20 and X indicates a halogen atom, an alkoxy group or a CN group. n is 1, 1.5 or 2).
REFERENCES:
patent: 2042224 (1936-05-01), Groll et al.
patent: 3235602 (1966-02-01), Russell
patent: 3491153 (1970-01-01), Lyness
patent: 4085136 (1978-04-01), Tucker
patent: 4128584 (1978-12-01), Martel et al.
Suzuki et al, Tetrahedron Letters, vol. 25, pp. 1817-1820 (1984).
Suzuki et al, Tetrahedron Letters, vol. 24, pp. 4997-5000 (1983).
Ben M. Benjamin, Howard J. Schaeffer and Clair J. Collins, "The Deamination of 1,1-Diphenyl-2-Amino-1-Propanol", J. Am. Chem. Soc., 79, 6160 (1957).
R. G. Riley and R. M. Silverstein, "Synthesis of S-(+)-4-Methyl-3-Heptanone, The Principal Alarm Pheromone of Atta Texana, and Its Enantiomer", Tetrahedron 30, pp. 1171-1174 (1974).
K. Mori, "Absolute Configuration of (-)-4-methylheptan-3-ol, A Pheromone of the Smaller European Elm Bark Beetle, as Determined by the Synthesis of Its (3R,4R)-(+)- and (3S,4R)-(+)-Isomers", _Tetrahedron, 33 pp. 289-294 (1977).
Von Dieter Enders and Herbert Eichenauer, "Asymmetrische Synthesis von Ameisen-Alarmpheromonen-Alpha-Alkylierung von Acyclischen Ketonen Mit Praktisch Vollstandiger Asymmetrischer Induktion", Angewandte Chemie 91, 425 pp. 425-427 (1979).
Suzuki Keisuke
Tsuchihashi Genichi
Reamer James H.
Toyo Stauffer Chemical Co., Ltd.
LandOfFree
Method of preparing optically active ketones does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method of preparing optically active ketones, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of preparing optically active ketones will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-969966