Regioselective Ene-Type Allylic Chlorination of Electron-Rich Alkenes by Activated DMSO
Vera P. Demertzidou, Stavroula Pappa, Vasiliki Sarli and Alexandros L. Zografos*
*Laboratory of Organic Chemistry, Department of Chemistry,
Aristotle University of Thessaloniki, Main University Campus, 54124
Thessaloniki, Greece, Email: alzograf
chem.auth.gr
V. P. Demertzidou, S. Pappa, V. Sarli, A. L. Zografos, J. Org. Chem., 2017, 82, 8710-8715.
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Abstract
A versatile and scalable protocol involving the activation of DMSO by chlorotrimethysilane enables a chemoselective chlorination of polyprenoids. This simple protocol provides an alternative to existing routes for accessing useful synthetic precursors of complex terpenoids.
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proposed mechanism
Key Words
allylic chlorination, Alder-Ene Reaction
ID: J42-Y2017
