Novel and efficient Ni-mediated pinacol coupling of carbonyl compounds
Lei Shi , Chun-An Fan , Yong-Qiang Tu*, Min Wang and Fu-Min Zhang
*Department of Chemistry and State Key Laboratory of Applied Organic
Chemistry, Lanzhou University, Lanzhou 730000, P. R., China, Email:
tuyq
lzu.edu.cn
L. Shi, C.-A. Fan, Y.-Q. Tu, M. Wang, F.-M. Zhang, Tetrahedron, 2004, 60, 2851-2855.
DOI: 10.1016/j.tet.2004.01.073
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Abstract
Rieke Ni generated in situ was able to promote the pinacol coupling of various carbonyls efficiently. Another catalytically effective, cheaper and more convenient NiCl2(Cat.)/Mg/TMSCl system was designed and developed further successfully. Single-electron transfer (SET) mechanisms for the coupling reactions and the DL/meso diastereoselectivity were also explained.
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Key Words
Pinacol Coupling, Nickel, Magnesium
ID: J72-Y2004-230
