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Highly Enantioselective Nickel-Catalyzed Intramolecular Hydroalkenylation of N- and O-Tethered 1,6-Dienes To Form Six-Membered Heterocycles

Ke Li, Mao-Lin Li, Qi Zhang, Shou-Fei Zhu* and Qi-Lin Zhou*

*State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China, Email: sfzhunankai.edu.cn, qlzhounankai.edu.cn

K. Li, M.-L. Li, Q. Zhang, S.-F. Zhu, Q.-L. Zhou, J. Am. Chem. Soc., 2018, 140, 7458-7461.

DOI: 10.1021/jacs.8b04703


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Abstract

The use of monodentate chiral spiro phosphoramidite ligands enables a highly enantioselective nickel-catalyzed intramolecular hydroalkenylation of easily accessible N- or O-tethered 1,6-dienes to provide very useful six-membered N- and O-heterocycles with high regioselectivity as well as excellent stereoselectivity under mild reaction conditions.

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Key Words

piperidines


ID: J48-Y2018