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Visible-Light-Mediated [4+2] Cycloaddition of Styrenes: Synthesis of Tetralin Derivatives
Authors:Leifeng Wang  Fengjin Wu  Dr. Jiean Chen  Prof. Dr. David A. Nicewicz  Prof. Dr. Yong Huang
Affiliation:Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University, Shenzhen Graduate School, Shenzhen, 518055 China
Abstract:
We report a formal [4+2] cycloaddition reaction of styrenes under visible-light catalysis. Two styrene molecules with different electronic or steric properties were found to react with each other in good yield and excellent chemo- and regioselectivity. This reaction provides direct access to polysubstituted tetralin scaffolds from readily available styrenes. Sophisticated tricyclic and tetracyclic tetralin analogues were prepared in high yield and up to 20/1 diasteroselectivity from cyclic substrates.
Keywords:cycloaddition  organocatalysis  photoredox chemistry  radical reactions  tetralin
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