Kheirabadi M1, Çelebi-Ölçüm N, Parker MF, Zhao Q, Kiss G, Houk KN, Schafmeister CE.
J Am Chem Soc. 2012 Nov 7;134(44):18345-53. doi: 10.1021/ja3069648. Epub 2012 Oct 24.Transesterification catalysts based on stereochemically defined, modular, functionalized ladder-molecules (named spiroligozymes) were designed, using the "inside-out" design strategy, and mutated synthetically to improve catalysis. A series of stereochemically and regiochemically diverse bifunctional spiroligozymes were first synthesized to identify the best arrangement of a pyridine as a general base catalyst and an alcohol nucleophile to accelerate attack on vinyl trifluoroacetate as an electrophile. Read More