Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Org Lett. 2011 Apr 1;13(7):1662-5. doi: 10.1021/ol2001039. Epub 2011 Mar 2.
Enantiomerically enriched trihalomethyl-substituted alcohols having a quaternary chiral carbon center can be prepared by the catalytic enantioselective cross-aldol reaction of acetone with trihalomethyl ketones by using N-(8-quinolinesulfonyl)prolinamide as an organocatalyst. The MO calculations elucidate that the hydrogen bonding between the sulfonimide proton and the 8-quinolyl nitrogen atom plays an important role in exerting the enantioselectivity of the reaction.
具有季碳手性中心的对映体富集的三卤甲基取代醇可以通过 N-(8-喹啉磺酰基)脯氨酰胺作为有机催化剂，催化丙酮与三卤甲基酮的对映选择性交叉羟醛反应来制备。MO 计算阐明了磺酰亚胺质子和 8-喹啉基氮原子之间的氢键在反应的对映选择性中起着重要作用。
