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1,4-pentadienyl-3-sulfonamides: Frameworks for disfavored radical cascade cyclizations

Bommezijn, Sacha and Martin, Concepcion Gonzalez and Kennedy, Alan R. and Lizos, Dimitrios and Murphy, John A. (2001) 1,4-pentadienyl-3-sulfonamides: Frameworks for disfavored radical cascade cyclizations. Organic Letters, 3 (21). pp. 3405-3407. ISSN 1523-7060

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Abstract

1,4-Pentadienyl-3-sulfonamides afford products including those resulting from disfavored 5-endo-trig reactions when subjected to radical cyclization conditions. Products resulting from pathways featuring 4-exo-trig cyclizations are also detected, even when the 4-exo-trig reaction leads to a highly strained bicyclo[3.2.0] ring system.