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用于醛的烯基锌加成反应中基于[2,2]对环芳烷的氮、氧配体

[2,2]paracyclophane-based N,O-ligands in alkenylzinc additions to aldehydes.

作者信息

Dahmen S, Bräse S

机构信息

Kekulé-Institut für Organische Chemie und Biochemie der Rheinischen Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Strasse 1, D-53121 Bonn, Germany.

出版信息

Org Lett. 2001 Dec 13;3(25):4119-22. doi: 10.1021/ol016954r.

DOI:10.1021/ol016954r
PMID:11735599
Abstract

[reaction: see text] The application of planar and central chiral [2,2]paracyclophane-based N,O-ligands in asymmetric alkenylzinc additions to various aldehydes is described, which gives rise to very high ee's especially for difficult substrates. A fine-tuning of the alkenylzinc species by employing different transmetalation reagents is reported, allowing control of the steric bulk of the alkenylzinc species and thus the selectivity of the catalysis.

摘要

[反应：见正文] 描述了基于平面手性和中心手性[2,2]对环芳烷的N,O配体在各种醛的不对称烯基锌加成反应中的应用，该反应尤其对于难反应底物能产生非常高的对映体过量值。报道了通过使用不同的转金属试剂对烯基锌物种进行微调，从而能够控制烯基锌物种的空间位阻，进而控制催化反应的选择性。

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