The stereochemistry of oxidation of 1-amino-cyclopropanecarboxylic acid

Abstract
Whereas hypochlorite oxidation of 1-amino-cis-[2,3-2H2]cyclopropane carboxylic acid yields ethylene with retention of stereochemistry the use of transition metal oxidants, such as copper(II), permanganate, and ferrate ions gives completely scrambled cis- and trans-[1,2-2H2]ethylene as is found in the biosynthetic process.

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