Kozlowski Marisa C, Dixon Steven L, Panda Manoranjan, Lauri Giorgio
Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, PA 19104-6323, USA.
J Am Chem Soc. 2003 Jun 4;125(22):6614-5. doi: 10.1021/ja0293195.
Quantitative structure selectivity relationship (QSSR) models are described that provide consistently reliable predictions for the asymmetric addition of Et2Zn to PhCHO catalyzed by beta-amino alcohols. Statistically valid two-variable linear regression models that correlate the structures of the chiral catalysts with their enantioselectivities are obtained from three-dimensional physical property grids. The strength of the present method is that statistical models obtained from a small set of experimentally determined selectivities and relatively simple theoretical calculations yield selectivity predictions that are as accurate as those derived from higher-level calculations of transition-structure energies. Only minutes of computing time are required. Simple models are obtained which permit straightforward physical interpretation and generate realistic predictions.
描述了定量结构选择性关系（QSSR）模型，该模型为β-氨基醇催化二乙基锌对苯甲醛的不对称加成反应提供了始终可靠的预测。从三维物理性质网格中获得了将手性催化剂结构与其对映选择性相关联的具有统计学有效性的双变量线性回归模型。本方法的优势在于，从一小组实验测定的选择性和相对简单的理论计算中获得的统计模型所产生的选择性预测，与从过渡结构能量的高级计算得出的预测一样准确。只需要几分钟的计算时间。得到了简单的模型，这些模型允许直接进行物理解释并产生实际的预测。
