Copper(I)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

Jun Li; Hai-Yan Tao; Chun-Jiang Wang

doi:10.1039/C6CC09587A

Copper(I)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

Jun Li,^a Hai-Yan Tao^a and Chun-Jiang Wang*^a^b

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* Corresponding authors

^a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
E-mail: cjwang@whu.edu.cn
Fax: +86-27-68754067

^b State Key Laboratory of Oganometallic Chemistry, Shanghai Institute of Oganic Chemistry, Shanghai, China

Abstract

A highly efficient enantioselective nitroso Diels–Alder reaction of 6-methyl-2-nitroso pyridine with various 1,3-dienes was successfully developed using a Cu(I)/(S)–TF-BiphamPhos complex as the catalyst. For most of the cyclic dienes, synthetically important heterocyclic 3,6-dihydro-1,2-oxazines were obtained in high yields with excellent regio-, diastereo- and enantioselectivities. Acyclic 2-silyloxy-1,3-diene also worked well in the reaction.

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Publication details

The article was received on 02 Dec 2016, accepted on 06 Jan 2017 and first published on 10 Jan 2017

Article type: Communication

DOI: 10.1039/C6CC09587A

Citation: Chem. Commun., 2017,53, 1657-1659

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Copper(I)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

J. Li, H. Tao and C. Wang, Chem. Commun., 2017, 53, 1657
DOI: 10.1039/C6CC09587A
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Chemical Communications

Copper(I)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

Abstract

Supplementary files

Publication details

Copper(I)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

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