Stereospecific Pd-Catalyzed Cross-Coupling Reactions of Secondary Alkylboron Nucleophiles and Aryl Chlorides
Ling Li, Shibin Zhao, Amruta Joshi-Pangu, Mohamed Diane and Mark R. Biscoe*
*Department of Chemistry, The City College of New York (CCNY), 160 Convent Avenue, New York, New York 10031, United States, Email: mbiscoeccny.cuny.edu
L. Li, S. Zhao, A. Joshi-Pangu, M. Diane, M. R. Biscoe, J. Am. Chem. Soc., 2014, 136, 14027-14030.
DOI: 10.1021/ja508815w (free Supporting Information)
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A Pd-catalyzed, stereospecific cross-coupling of unactivated secondary alkylboron nucleophiles and aryl chlorides occurs without significant isomerization of the alkyl nucelophile. Optically active secondary alkyltrifluoroborate reagents undergo cross-coupling reactions with stereospecific inversion of configuration.
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