Asymmetric Autocatalysis of Pyrimidyl Alkanol Induced by Optically Active 1,1′-Binaphthyl, an Atropisomeric Hydrocarbon, Generated from Spontaneous Resolution on Crystallization
Chemistry Letters2002Vol. 31(2), pp. 168–169
Citations Over TimeTop 19% of 2002 papers
Abstract
Abstract An atropisomeric hydrocarbon, (R)-1,1′-binaphthyl, acts as a chiral initiator of asymmetric autocatalysis of pyrimidyl alkanol in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde to afford (S)-5-pyrimidyl alkanol 2 with 96% ee. On the other hand, in the presence of (S)-1,1′-binaphthyl, the reaction affords (R)-2 with 94% ee.
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