College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.
Department of Chemistry, University of Utah, 315 South 1400 East, Room 2020, Salt Lake City, Utah 84112, United States.
J Am Chem Soc. 2020 Jun 10;142(23):10244-10249. doi: 10.1021/jacs.0c01563. Epub 2020 May 27.
Introducing self-assembly strategies into the construction of catalysts has been proven to have great advantages in asymmetric catalysis. We constructed two chiral metalla-triangles by highly efficient coordination-driven self-assembly from a chiral 3,3'-dipyridyl-substituted BINOL donor. They were successfully applied in asymmetric conjugate addition of a series of α,β-unsaturated ketones with -styrylboronic acids. The use of these metalla-triangles as supramolecular catalysts is obviously conducive to the enhancement of catalytic activity and stereoselectivity in the presented addition reactions. Under induction of the chiral metalla-triangles, an array of α,β-enones were converted to chiral γ,δ-unsaturated ketones in medium to quantitative yields (40-98%) with high enantioselectivities (87-96% ee).
将自组装策略引入催化剂的构建中已被证明在不对称催化中有很大的优势。我们通过高效的配位驱动自组装，从手性 3,3'-二吡啶取代的 BINOL 供体构建了两个手性金属三角。它们成功地应用于一系列α,β-不饱和酮与苯乙烯硼酸的不对称共轭加成。这些金属三角作为超分子催化剂的使用显然有利于提高所呈现的加成反应中的催化活性和立体选择性。在手性金属三角的诱导下，一系列α,β-烯酮以中等至定量的收率（40-98%）和高对映选择性（87-96%ee）转化为手性γ,δ-不饱和酮。
