Synthesis of haloenones and aryl or alkyl substituted enones or

Details Synthesis of haloenones and aryl or alkyl substituted enones or Synthesis of haloenones and aryl or alkyl substituted enones or

1993-07-29

1995-08-29

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568361, 568363, 568404, 570200, 570216, 570237, C07C 4551

Patent

active

054462037

ABSTRACT:
Alternative methods for synthesizing haloenones and haloakenes and their use as starting materials for synthesis of substituted or unsubstituted alkyl and aryl substituted enones and alkenes, including tamoxifen and tamoxifen analogs, using such haloenones and haloalkenes.

REFERENCES:
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patent: 2914563 (1959-11-01), Allen
patent: 4536516 (1985-08-01), Harper et al.
Geetha J. Angara et al., .alpha.-Haloenones From Secondary Alkynols, Tetrahedron Letters, vol. 32:2099-2100 (1991).
Etienne-Emile Baulieu, On the Mechanism of Action of RU486, Annals New York Academy of Sciences, pp. 545-560, (1991).
Louis Rebrovic et al., Alkynylaryliodonium Tosylates and Aryl [.beta.-(tosyloxy)vinyl]iodnium Tosylates from Reactions of Terminal Alkynes with [Hydroxy(tosyloxy)iodo]benzene, J. Org. Chem. 49:4700-4702 (1984).
R. Bryan Miller et al., Stereospecific Synthesis of (Z)-Tomoxifen via Carabometalation of Alkynylsilanes, J. Org. Chem., 50:2121-2123 (1985).
Paul L. Coe et al., Crossed Coupling of Functionalized Ketons by Low Valen Titanium (The McMurry Reaction): A New Steroselective Synthesis of Tamoxifen, J. Chem. Soc. Perkin Trans 1:475-477 (1986).
Anil K. Agarwal et al., Estrogen Receptor-binding Affinity of Tamoxifen Analogs with Various Side Chains and their Biologic Profile in Immature Rat Uterus, Steroids, vol. 56:486-489 (1991).

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