Tandem application of C-C bond-forming reactions with reductive ozonolysis

Rachel Willand-Charnley, Patrick H. Dussault

Research output: Contribution to journalArticle

13 Citations (Scopus)

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-yielding alternative to traditional two-step protocols.

Original languageEnglish (US)
Pages (from-to)42-47
Number of pages6
JournalJournal of Organic Chemistry
Volume78
Issue number1
DOIs
StatePublished - Jan 4 2013

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Nucleophiles
Alkenes
Ketones
Lithium
Aldehydes
3-hydroxybutanal

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tandem application of C-C bond-forming reactions with reductive ozonolysis. / Willand-Charnley, Rachel; Dussault, Patrick H.

In: Journal of Organic Chemistry, Vol. 78, No. 1, 04.01.2013, p. 42-47.

Research output: Contribution to journalArticle

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