Synthesis of 2,3-disubstituted-2-cyclopentenones via lithiomethy

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

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568312, 568 42, 549 78, C07C 4565

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050233823

ABSTRACT:
2,3-disubstituted-2-cyclopenenones (such as cisjasmone) are prepared by (a) reacting an alkl 2-chloro-2,3-disubstituted-3-butenoate with a lithiomercaptan compound, (b) subjecting that product to reductive dehydrosulfurization. Methods of preparing the reactants are also disclosed.

REFERENCES:
patent: 4073799 (1978-02-01), Kondo et al.
R. A. Ellison, Synthesis, 1973, 397.
M. Mikolajcayk, S. Grzejscak, & K. Korbacz, Tethedron Lett. 22, 3097 (1981).
M. Miklojczk, S. Grzejscak, & P. Kyzawa, Tetrahedron Lett., 23, 2237 (1982).
J. L. Herrmann, J. E. Richman, & R. H. Schlessinger, Tetrahedron Lett., 35, 3275 (1973).
P,. Bakuzis & M. L. F. Bakuzis, J. Org. Chem. 42, 2362 (1977).
S. C. Subramaniam, P. J. Thomas, V. R. Mamadapur, & M. S. Chadha, J., Chem. Soc. Perkin 1, 2346 (1979).
A. G. Cameron & A. T. Hewson, J. Chem. Soc. Perkin. Trans. 1, 2979 (1983).
I. Kawamoto, S. Muramatsu, & Y. Yura, Tetrahedron Lett. 48, 4223 (1974).
Y. Yura & J. Ide, Chem. Pharm. Bull, 17, 408 (1969).
J. L. E. Erickson & F. E. Collins, Jr., J. Org. Chem. 30, 1050 (1965).
K. Sisido, S. Torji, & M. Kawanisi, J. Org. Chem., 29, 904 (1964).
G. Buchi & B. Egger, J. Org. Chem., 36, 2022 (1971).
S. C. Welch, J. N. Assercq, J. P. Loh, & S. A. Glase, J. Org. Chem. 52, 1440 (1987).
P. Grieco, J. Org. Chem., vol. 37, No. 14, 2363 (1972).
T. Mukaiyama, J. Am. Chem. Soc., 94:24 (1972) pp. 8641-8642.

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