A new class of C(2) symmetric bisoxazaborolidinone compounds is described which exhibits bidentate binding to carbonyl substrates. Using the Diels-Alder reaction as a model system, the catalytic activity of these bis-Lewis acids is probed. Reaction rates and selectivities are observed that are higher than the corresponding mono-Lewis acids. This novel system offers a potentially powerful new approach to asymmetric Lewis acid catalysis.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2662717 | PMC |
http://dx.doi.org/10.1021/ol802793k | DOI Listing |
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