Synlett 1991; 1991(6): 425-427
DOI: 10.1055/s-1991-20751
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Acyclic 1,2-Induction in Radical Reactions: The Importance of Allylic Strain Effects

Bernd Giese* , Michel Bulliard, Heinz-Georg Zeitz
  • *Institut für Organische Chemie der Universität Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland
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Publication History

Publication Date:
07 March 2002 (online)

The stereoselectivity of hydrogen abstraction by ester-substituted radical 1 [XCH(R2)C????-(R1)CO2R] is explained by allylic strain effects. The ratio of threo:erythro products 2:3 depends upon the size of substituents X and R2.