An Efficient Transformation of Cyclic Ene-carbamates into. OMEGA.-(N-Formylamino) carboxylic Acids by Ruthenium Tetroxide Oxidation

M Kaname, S Yoshifuji, H Sashida

Index: Kaname, Mamoru; Yoshifuji, Shigeyuki; Sashida, Haruki Chemical and Pharmaceutical Bulletin, 2008 , vol. 56, # 9 p. 1310 - 1313

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Citation Number: 4

Abstract

The ruthenium tetroxide (RuO 4) oxidation of cyclic ene-carbamates resulted in the endo- cyclic carbon–carbon double bond cleavage to afford the corresponding ω-(N-formylamino) carboxylic acids in good yields. Substituted cyclic ene-carbamates derived from (3R)-3- hydroxypiperidine hydrochloride were converted into the N-Boc 4-aminobutyric acids by utilization of the RuO 4 oxidation as the key step, which were further transformed into (3R)- ...