Mechanistic Investigation of a Novel Vitamin B12-Catalyzed Carbon-Carbon Bond Forming Reaction, the Reductive Dimerization of Arylalkenes

…, AS Dearth, BT Young, WA van der Donk

Index: Shey, Justin; McGinley, Chris M.; McCauley, Kevin M.; Dearth, Anthony S.; Young, Brian T.; Van der Donk, Wilfred A. Journal of Organic Chemistry, 2002 , vol. 67, # 3 p. 837 - 846

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Citation Number: 37

Abstract

In the presence of catalytic vitamin B12 and a reducing agent such as Ti (III) citrate or Zn, arylalkenes are dimerized with unusual regioselectivity forming a carbon-carbon bond between the benzylic carbons of each coupling partner. Dimerization products were obtained in good to excellent yields for mono-and 1, 1-disubstituted alkenes. Dienes containing one aryl alkene underwent intramolecular cyclization in good yields. However, ...

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