Photolytic reactions of chromium aminocarbene complexes. Conversion of amides to. alpha.-amino acids

…, S De Lombaert, R Imwinkelried

Index: Hegedus, Louis S.; Schwindt, Mark A.; De Lombaert, Stephane; Imwinkelried, Rene Journal of the American Chemical Society, 1990 , vol. 112, # 6 p. 2264 - 2273

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Citation Number: 85

Abstract

Abstract: A variety of tertiary amides was converted to chromium aminocarbene complexes by reaction with Na2Cr (CO) 5 and trimethylsilyl chloride. Photolysis of these carbene complexes in methanol or tert-butyl alcohol solvent produced a-amino esters in good to excellent yield. Aminocarbene complexes containing chiral oxazolidine groups were synthesized and photolyzed in alcohol to produce chiral a-amino esters in 50-93% de. ...