Ruthenium catalyzed process for preparing 4-acetoxyazetidinones

Details Ruthenium catalyzed process for preparing 4-acetoxyazetidinones Ruthenium catalyzed process for preparing 4-acetoxyazetidinones

1989-11-29

1992-01-14

Berch, Mark L.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D20508, C07B 4112

Patent

active

050812394

ABSTRACT:
A simplified process for preparing 4-acetoxyazetidinones of formula (I): ##STR1## wherein Z is a hydrogen atom, a lower alkyl group or a hydroxyethyl group which may or may not be protected is disclosed. According to the invention, azetidinones of formula (II): ##STR2## wherein Z has the same meaning as defined above and Y is a hydrogen atom or a carboxyl group is reacted with acetic acid and an oxidizing agent in the presence of a ruthenium compound as a catalyst.

REFERENCES:
patent: 4739084 (1988-04-01), Takaya et al.
Ikariya et al., J. Chem. Soc., Chem. Commun., 1985, 922-924.
Heterocycles, 17, 463-506 (1982).
J. Organic Synthetic Chem., 41, 62 (1983).
Tetrahedron Letters, 23, 2293 (1982).
Tetrahedron Letters, 29, 1409 (1988).
Ber., 92, 1599 (1959).
Tetrahedron Letters, 27, 4961 (1986).

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