Stereochemistry of the oxidation of 1, 2, 3, 5, 6, 7, 8, 8a-octahydro-1-naphthoic acids |
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| Authors: | V F Kucherov G M Segal' I N Nazarov |
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| Institution: | (1) N. D. Zelinskii Institute of Organic Chemistry of the Academy of Sciences of the USSR, USSR |
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| Abstract: | Summary It was shown that the oxidation of syn- and anti-1,2,3,5,6,7,8,8a-octahydro-1-naphthoic acids with peroxyacetic acid and with osmium tetraoxide proceed stereospecifically from the side opposite to that of the carboxy group. On the other hand, the oxidation of syn-cis-1,2,3,5,6,7,8,8a-octahydro-1, 2-naphthalenedicarboxylic acid goes in both of the possible sterically different directions with formation of isomeric - and -epoxides. |
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