Organic Photocatalytic Cyclization of Polyenes: A Visible-Light-Mediated Radical Cascade Approach.
A visible-light-mediated, organic photocatalytic stereoselective radical cascade cyclization of polyprenoids is described. The desired cascade cyclization products are achieved in good yields and high stereoselectivities with eosin Y as photocatalyst in hexafluoro-2-propanol. The catalyst system is also suitable for 1,3-dicarbonyl compounds, which require only catalytic amounts of LiBr to promote the formation of the corresponding enols.
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100190 (China), Fax: (+86)-10-6255-4449http://luosz.iccas.ac.cn.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300071 (China).
Zhongbo
Z
Yang
Center of Basic Molecular Science (CBMS) Department of Chemistry, Tsinghua University, Beijing, 100084 (China).
Han
H
Li
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100190 (China), Fax: (+86)-10-6255-4449http://luosz.iccas.ac.cn.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300071 (China).
Long
L
Zhang
Center of Basic Molecular Science (CBMS) Department of Chemistry, Tsinghua University, Beijing, 100084 (China). mtzhang@mail.tsinghua.edu.cn.
Ming-Tian
MT
Zhang
Center of Basic Molecular Science (CBMS) Department of Chemistry, Tsinghua University, Beijing, 100084 (China).
Jin-Pei
JP
Cheng
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100190 (China), Fax: (+86)-10-6255-4449http://luosz.iccas.ac.cn. luosz@iccas.ac.cn.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300071 (China). luosz@iccas.ac.cn.
Sanzhong
S
Luo
cyclization; organocatalysis; photocatalysis; polyenes; radical reactions