All articles of this category Starting from (1 S ,2 R ,3 R ,4 R )-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid ( 1 ) and its enantiomer ent - 1 the title compounds 3 and ent - 3 were synthesized in 74% yield. They were used in asymmetric synthesis for the first time. The titanate-complex-catalyzed addition of diethylzinc to aldehydes was chosen as a model system for testing the catalytic properties of 3 . The resulting alcohols 4 could be obtained with up to 97.7% enantiomeric excess.
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Dreisbach et al. (1994) studied this question.