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由()-烯丙醇催化不对称合成支链手性烯丙基苯基醚。

Catalytic Asymmetric Synthesis of Branched Chiral Allylic Phenyl Ethers from ()-Allylic Alcohols.

作者信息

Olson Angela C, Overman Larry E, Sneddon Helen F, Ziller Joseph W

机构信息

Department of Chemistry, University of California, Irvine, 1102 Natural Sciences II, Irvine, California, 92697-2025, U.S.A.

出版信息

Adv Synth Catal. 2009 Dec;351(18):3186-3192. doi: 10.1002/adsc.200900678.

Abstract

The first di-μ-amidate dipalladium complexes and a new di-μ-carboxylate dipalladium complex of the COP (cobalt oxazoline palladacycle) palladium(II) catalyst family are reported and characterized crystallographically. The di-μ-amidate complex or its enantiomer (-) are the first asymmetric catalysts that allow commercially available, or readily accessible, ()-2-alkene-1-ols to be transformed to enantioenriched branched allylic aryl ethers upon reaction of their trichloroacetimidate derivatives with phenols. The 3-aryloxy-1-alkene products are formed in high enantiomeric purity (typically 90-98% ) and useful yields (61-88%).

摘要

报道了COP(恶唑啉钴钯环)钯(II)催化剂家族的首个双μ-酰胺基二钯配合物和一种新型双μ-羧酸盐二钯配合物,并通过晶体学对其进行了表征。双μ-酰胺基配合物 或其对映体(-)是首批不对称催化剂,可使市售或易于获得的()-2-烯烃-1-醇的三氯乙酰亚胺衍生物与酚反应后转化为对映体富集的支链烯丙基芳基醚。3-芳氧基-1-烯烃产物以高对映体纯度(通常为90-98%)和有用的产率(61-88%)形成。

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Catalytic asymmetric synthesis of allylic aryl ethers.烯丙基芳基醚的催化不对称合成。
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