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Radical Dehydroxylative Alkylation of Tertiary Alcohols by Ti Catalysis

Hao Xie, Jiandong Guo, Yu-Quan Wang, Ke Wang, Peng Guo, Pei-Feng Su, Xiaotai Wang* and Xing-Zhong Shu*

*College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, China, Email:

H. Xie, J. Guo, Y.-G. Wang, K. Wang, P. Guo, P.-F. Su, X. Wang, X.-Z. Shu, J. Am. Chem. Soc., 2020, 142, 16787-16794.

DOI: 10.1021/jacs.0c07492

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A direct dehydroxylative radical alkylation reaction of tertiary alcohols with activated alkenes enables a facile and precise construction of all-carbon quaternary centers. The reaction tolerates a wide range of electrophilic coupling partners, including allylic carboxylates, aryl and vinyl electrophiles, and primary alkyl chlorides/bromides and leaves secondary/primary alcohols and phenols intact.

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Key Words

alkylation, zinc

ID: J48-Y2020