Rodriguez Andrew A, Zhao Carrie, Shea Kenneth J
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, USA.
Org Lett. 2009 Feb 5;11(3):713-5. doi: 10.1021/ol802793k.
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.
描述了一类新型的C(2)对称双恶唑硼烷酮化合物,其对羰基底物表现出双齿配位。以狄尔斯-阿尔德反应作为模型体系,探究了这些双路易斯酸的催化活性。观察到反应速率和选择性高于相应的单路易斯酸。这个新体系为不对称路易斯酸催化提供了一种潜在的强有力的新方法。