手性氰醇三氟甲磺酸酯的Suzuki 交叉偶联反应。
Stereospecific Suzuki cross-coupling of alkyl alpha-cyanohydrin triflates.
机构信息
Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, Texas 75390, USA.
出版信息
J Am Chem Soc. 2010 Mar 3;132(8):2524-5. doi: 10.1021/ja910582n.
Abstract
Scalemic alpha-cyanohydrin triflates undergo Pd-catalyzed cross-coupling with aryl, heteroaryl, and vinyl boronic acids under mild conditions. Coupling proceeds with complete inversion of configuration at the stereogenic carbon. The resultant nitrile can be easily converted into a variety of alternative functional groups of value in organic synthesis and thus achieves a higher level of molecular complexity than the products of traditional Suzuki reactions.
摘要
手性 α-氰醇三氟甲磺酸酯在温和条件下与芳基、杂芳基和乙烯基硼酸经 Pd 催化交叉偶联。偶联反应在立体碳上发生完全构型反转。所得腈可容易地转化为各种在有机合成中有价值的替代官能团，从而实现比传统 Suzuki 反应产物更高的分子复杂性水平。
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