Pd(0).Et3B catalyzes amphiphilic activation of symmetric allylic diol 1 to promote electrophilic allylation at the alpha-position of aldehydes and nucleophilic allylation at the aldehyde CO, furnishing 3-methylenecyclopentalols 2 and thus generation of a zwitterionic trimethylenemethane species from the commercially available diol 1.
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Mukai et al. (2004) studied this question.
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