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钯(II)催化(氮杂)烯醇的对映选择性和区域选择性双氧化反应

Enantio- and Regioselective Palladium(II)-Catalyzed Dioxygenation of (Aza-)Alkenols.

作者信息

Giofrè Sabrina, Molteni Letizia, Nava Donatella, Lo Presti Leonardo, Beccalli Egle Maria

机构信息

DISFARM, Sezione di Chimica Generale e Organica "A. Marchesini", Università degli Studi di Milano, Via Venezian 21, 20133, Milano, Italy.

Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133, Milano, Italy.

出版信息

Angew Chem Int Ed Engl. 2021 Sep 27;60(40):21723-21727. doi: 10.1002/anie.202109312. Epub 2021 Sep 6.

Abstract

An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza-)alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent-iodine compounds have been compared. In particular, by using a C-6 modified pyridinyl-oxazoline (Pyox) ligand and hypervalent iodine bearing an aromatic ring, an excellent enantio- and diastereoselectivity has been achieved.

摘要

据报道,(氮杂)烯醇可发生氧化钯催化的分子内-分子间双氧化反应,具有完全的区域选择性。为了研究立体选择性,对不同的手性配体以及不同的高价碘化合物进行了比较。特别是,通过使用C-6修饰的吡啶基恶唑啉(Pyox)配体和带有芳环的高价碘,实现了优异的对映选择性和非对映选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d397/8518864/d7c96168b83f/ANIE-60-21723-g004.jpg

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