Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing
Patent
1990-04-04
1991-12-10
Dees, Jose G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heavy metal containing
556 28, 556 53, C07F 100, C07F 700
Patent
active
050720104
ABSTRACT:
Higher order cuprate complexes are prepared by means of a transmetalation from a corresponding zirconate intermediate. This process is particularly valuable with respect to the preparation of vinylic side chains such as are present in prostaglandins, as it is possible in accordance with the present invention to proceed directly from the acetylenic precursors via the reactive cuprates to the desired final products in a one-pot operation without isolation of intermediates and in high yields. Sequential additions to zirconium intermediates of components which together comprise the cuprate involved in transmetalation with the zirconium intermediate are disclosed as alternative procedures.
REFERENCES:
patent: 4415501 (1983-11-01), Grudzinskas et al.
patent: 4777275 (1988-10-01), Campbell et al.
patent: 4785124 (1988-11-01), Campbell et al.
James R. Behling, Kevin A. Bakiak, John S. Ng., Robert Moretti, Mike Koerner, and Bruce H. Lipshutz, "In Situ Cuprate Formation via Transmetalation between Vinylstannanes and Higher Order Cyanocuprates", J. Am. Chem. Soc., vol. 110, pp. 2641-2643, 1988.
Pereyre et al., Tin in Organic Synthesis, 1987.
Ellsworth Edmund L.
Lipshutz Bruce H.
Dees Jos,e G.
Nazario Porfirio
University of California
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