16247-35-1Relevant articles and documents
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Erman,W.F.,Flautt,T.J.
, p. 1526 - 1535 (1962)
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Stereo- and regioselectivity in dynamic gas-phase thermoisomerization (DGPTI): Novel route to α-campholanic acid and derivatives
Ruedi, Georg,Nagel, Matthias,Hansen, Hans-Jurgen
, p. 2691 - 2693 (2007/10/03)
(Matrix presented) Dynamic gas-phase thermoisomerization (DGPTI) of (-)-2-phenylisoborneols effects stereo- and regioselective ring opening under formation of (+)-trans-α-campholanic acid derivatives. Similarly, (-)-α-2-phenylfenchol underwent under DGPTI conditions ring opening to (-)-fencholic acid derivatives. In both cases, DGPTI led to cleavage of the weakest bond in the isomeric bicyclic structures. A reaction mechanism involving a diradical intermediate is supported by a deuterium labeling study.