Synthesis of amino-. beta.-lactams by the photolytic reaction of imines with pentacarbonyl [(dibenzylamino) carbene] chromium (0)

…, LS Hegedus, J Krebs, Y Satoh

Index: Borel, Christian; Hegedues, Louis S.; Krebs, Jurg; Satoh, Yoshitaka Journal of the American Chemical Society, 1987 , vol. 109, # 4 p. 1101 - 1105

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Citation Number: 77

Abstract

Abstract: Chromium-carbene complexes containing the [= C (H) NR2] group were synthesized by the reaction of Vilsmeir's salts with Cr (C0) 52-. These carbenes were remarkably air stable and resistant to attack by nucleophiles. Photolytic reaction of these complexes with imines, oxazines, oxazolines, imidates, thiazines, and thiazolines produced p-lactams in fair to good yield. In most cases trans stereochemistry was observed. ...

~93%

~99%

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