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Paper | Special issue | Vol 52, No. 1, 2000, pp.151-158
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S1
Synthesis of Chiral α-Acetoxy-N-acetylamides from Chiral Pyrimidylalkanols by the Oxidative Cleavage of Pyrimidine Ring

Shigehisa Tanji, Yasutaka Kodaka, Takanori Shibata, and Kenso Soai*

*Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan


Acetates of chiral 5-pyrimidylalkanols are transformed into chiral α-acetoxy-N-acetylamides and α-acetoxyamides without racemization in high total yields by the oxidative cleavage of pyrimidine ring using ruthenium tetroxide.