Ruthenium catalyzed process for preparing 4-acetoxyazetidinones

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

1991-10-10

1993-04-20

Berch, Mark L.

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

Organic compounds

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

C07D20508, C07F 4112

Patent

active

052044602

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 represented by the formula [Ru(B).sub.2 (L)].sub.m wherein B is Cl, Br or l, m is a positive integer, and L is 1,5-cyclooctadiene, norbornadiene, cycloheptatriene, cyclooctatetraene or benzene which may or may not have a lower alkyl group as a substituent, as a catalyst.

REFERENCES:
patent: 4010197 (1977-03-01), Toriya
patent: 4739084 (1988-04-01), Takaya et al.
patent: 5026844 (1991-06-01), Ishiguro
patent: 5043440 (1991-08-01), Ricci
patent: 5081239 (1992-01-01), Saito
Bennett, Chem and Ind p. 1516 (1959).
Angelici, J.A.C.S 85, 3733 (1963).
"Comprehensive Organomettalic Chem," vol. 4, p. 748 and vol. 5, p. 363 (1982).
"Gmelins Handbuch", (1970) p. 530.
Abel et al, J. Chem Soc 1959, 3178.
Bennett, J.C.S. Dalton, 1973, p. 233.
Murahashi, Tet. Letters 32, 2145 (1991).
Ikariya et al, J. Chem. Soc. Chem. Commun., 1985, 922-924.
Murahashi et al., J. Am. Chem. Soc., 1990, 112, 7820-7822.
Kamitani Heterocycles, 17, 463-506 (1982).
Shibuya, J. Organic Synthetic Chem., 41, 62 (1983).
Neider, Tetrahedron Letters, 23 2293 (1982).
Mori, Tetrahedron Letters, 29, 1409 (1988).
Bohme, Ber., 92, 1599 (1959).
Evans, Tetrahedron Letters, 27, 4961 (1986).

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