The Stereochemical Outcomes – the Isoborneol/Borneol Ratios – in Lithium, Sodium and Potassium/Ammonia Reductions without a Proton Source of the Enantiomers and the Racemate of Camphor Differ Strongly
摘要：
The stereochemical outcomes [ratios (1 R , 2 R , 4 R )-isoborneol/(l R , 2 S, 4 R ) isborneol or (1 R , 2 S, 4 S)-isoborneol(l S , 2 R , 4 S )-borneol and (1 RS, 2 RS, 4 RS)-isoborneol/(l RS , 2 SR , 4 RS )-borneol] in lithium, sodium and potassium/ammonia reductions without a proton source of the enantiomeric [(1 R , 4 R ) or (1 S , 4 S )] and racemic (1 RS , 4 RS ) forms of camphor under the same conditions differ strongly. This explains contradictory reports in the literature and, in the case of the reductions with potassium in which pinacol coupling does not compete, proves that the reductions involve bimolecular reactions between two ketyls, or between the ketone and the ketyl or the ketone dianion.
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DOI：
10.1002/hlca.19820650143
被引量：
年份：
1982
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