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Osmium-catalyzed oxidation of β-lactams with peroxides

✍ Scribed by Shun-Ichi Murahashi; Takao Saito; Takeshi Naota; Hidenori Kumobayashi; Susumu Akutagawa

Book ID
104212850
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
240 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

Osmium-catalyzed oxidation of klactams with peroxides in acetic acid gives the corresponding 4-acetoxy B-lactams, which are versatile synthetic intermediate of carbapenem antibiotics, in good to excellent yields.

Oxidation of p-lactams is of importance in view of synthesis of carbapenem and thiopenem antibiotics.1 We wish to report that osmium-catalyzed oxidation of p-lactams with peroxides gives 4acetoxy P_lactams highly efficiently (eq. 1). This is the first example of tbe osmium-catalyzed oxidation of C-H bonds, although some osmium-catalyzed reactions have been n~ported.~

R' 2

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