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以扁桃酰胺为配体,将二甲基锌催化不对称加成到α-酮酯上。

Catalytic asymmetric addition of dimethylzinc to alpha-ketoesters, using mandelamides as ligands.

作者信息

Blay Gonzalo, Fernandez Isabel, Marco-Aleixandre Alícia, Pedro José R

机构信息

Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner, 50, E-46100-Burjassot, Spain.

出版信息

Org Lett. 2006 Mar 30;8(7):1287-90. doi: 10.1021/ol052997m.

DOI:10.1021/ol052997m
PMID:16562873
Abstract

[reaction: see text] A strategy based on the control of the electron-donating capabilities of the coordinating groups of the ligand has been applied in the catalytic asymmetric addition of organometallic reagents to ketoesters. Mandelamides having deprotonated alcohol and carboxyamido groups catalyzed the addition of dimethylzinc to alpha-ketoesters with good yields and ee (up to 90%).

摘要

[反应:见正文] 一种基于控制配体配位基团给电子能力的策略已应用于有机金属试剂与酮酯的催化不对称加成反应中。具有去质子化醇和羧酰胺基团的扁桃酰胺催化二甲基锌与α-酮酯的加成反应,产率和对映体过量值良好(高达90%)。

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