Sequential- and tandem-oxidation-epoxidation reactions employing guanidine bases

David J. Phillips, Joseline L. Kean, Andrew E. Graham*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


1,5,7-Triazabicyclo[4.4.0]dec-1-ene (TBD) and 7-methyl-1,5,7- triazabicyclo[4.4.0]dec-1-ene (MTBD) promote the efficient formation of sulfonium ylides from sulfonium salts in the Corey-Chaykovsky epoxidation of aldehydes and provide excellent yields of the corresponding epoxides. This reaction protocol can be further adapted to allow for the development of both sequential and tandem-oxidation-epoxidation protocols from aldehydes generated in situ by manganese dioxide (MnO2) or barium manganate (BaMnO 4) mediated oxidation reactions. 

Original languageEnglish
Pages (from-to)6196-6202
Number of pages7
JournalTetrahedron Letters
Issue number30
Publication statusPublished - 29 Jul 2013


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