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  • Title: A highly enantioselective and diastereoselective synthesis of cyclobutanes via boronic esters.
    Author: Man HW, Hiscox WC, Matteson DS.
    Journal: Org Lett; 1999 Aug 12; 1(3):379-81. PubMed ID: 10822580.
    Abstract:
    [formula: see text] Deprotonation of enantiopure (R,R)-1,2-dicyclohexyl-1,2-ethanediol 1-chloro-4-cyanobutylboronates 5 with LDA followed by treatment with anhydrous magnesium bromide yields (R)-(trans-2-cyanocyclobutyl)boronic esters 7 in high diastereomeric and enantiomeric purity. No cyclobutane formation has been observed in the absence of at least a catalytic amount of magnesium halide.
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