3-fluorosulfonyloxyceph-3-em compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540226, 540222, C07D50120, A01K 31545

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active

052450279

ABSTRACT:
3-Fluorosulfonyloxyceph-3-ems having a protected amino or acylamino group in the 7-position are subject to carbon-carbon bond formation at the 3-position by means of a palladium catalyzed coupling reaction with substituted organostannanes. A process for preparing cefprozil is disclosed.

REFERENCES:
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patent: 4847373 (1989-07-01), Baker et al.
patent: 4870168 (1989-09-01), Baker et al.
W. J. Scott, et al, "J. Amer. Chem. Soc.", 106, 4630-4632 (1984), Palladium-Catalyzed Coupling of Vinyl Triflates with Organostannanes. A Short Synthesis of Pleraplysilin-1.
W. J. Scott, et al., "J. Amer. Chem. Soc.", 108, 3033-3040, (1986), Palladium-Catalyzed Coupling of Vinyl Triflates with Organostannanes. Synthetic and Mechanistic Studies.
J. K. Stille, et al., "J. Amer. Chem. Soc.", 109, 813-817 (1987), Stereospecific Cross-Coupling of Vinyl Halides with Vinyl Tin Reagents Catalyzed by Palladium.
American Chemical Society, 196th National Meeting, Los Angeles, Calif., Sep. 25-30, 1988, Div. of Organic Chemistry, Abstract Nos. 32 & 402.

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