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Nickel-Catalyzed Enantioselective Alkylative Coupling of Alkynes and Aldehydes: Synthesis of Chiral Allylic Alcohols with Tetrasubstituted Olefins

Yun Yang, Shou-Fei Zhu, Chang-Yue Zhou and Qi-Lin Zhou*

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

Y. Yang, S.-F. Zhu, C.-Y. Zhou, Q.-L. Zhou, J. Am. Chem. Soc., 2008, 130, 14052-14053.

DOI: 10.1021/ja805296k (free Supporting Information)


Abstract

A highly efficient nickel-catalyzed asymmetric alkylative coupling of alkynes, aldehydes, and dimethylzinc in the presence of bulky spirobiindane phosphoramidite ligands affords allylic alcohols with tetrasubstituted olefin functionalities in high yields, high regioselectivities, and excellent enantioselectivities

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Key Words

allylic alcohols


ID: J48-Y2008-3060