由β-磺酰胺醇催化的γ-羟基-α,β-炔酸酯的高度对映选择性合成。

Highly enantioselective synthesis of gamma-hydroxy-alpha,beta-acetylenic esters catalyzed by a beta-sulfonamide alcohol.

作者信息

Lin Li, Jiang Xianxing, Liu Weixia, Qiu Li, Xu Zhaoqing, Xu Jiangke, Chan Albert S C, Wang Rui

机构信息

State Key Laboratory of Applied Organic Chemistry, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China.

出版信息

Org Lett. 2007 Jun 7;9(12):2329-32. doi: 10.1021/ol070692x. Epub 2007 May 11.

DOI:10.1021/ol070692x

PMID:17497796

Abstract

This work concerns the asymmetric addition of methyl propiolate to aldehydes with 1,2-dimethoxyethane (DME) as additive and beta-sulfonamide alcohol titanium complex as a catalyst. The reactions proceeded under mild conditions and gave the highly functionalized chiral propargylic alcohols with high ee values and good yields. Differences between three types of ligands have also been discussed.

摘要

本研究工作涉及以1,2 - 二甲氧基乙烷（DME）为添加剂、β - 磺酰胺醇钛配合物为催化剂，将丙酸甲酯不对称加成到醛类化合物上。反应在温和条件下进行，得到了具有高对映体过量值（ee值）和良好产率的高度官能化手性炔丙醇。同时还讨论了三种配体之间的差异。