Tandem Application of C–C Bond-Forming Reactions with Reductive Ozonolysis

R Willand-Charnley, PH Dussault

Index: Willand-Charnley, Rachel; Dussault, Patrick H. Journal of Organic Chemistry, 2013 , vol. 78, # 1 p. 42 - 47

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Citation Number: 5

Abstract

Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with a number of C–C bond-forming reactions. For reactions involving basic nucleophiles (1, 2-addition of Grignard reagents, Wittig or Horner–Emmons olefinations, and directed aldol reactions of lithium enolates), the one-pot process offers a rapid and high- ...