Iodine-promoted oxidative homocoupling of methyl 2-arylacetates under equilibrium conditions using potassium tert-butoxide as a base

Ahmed Y. Nuriye, Joseph Barr

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Iodine-promoted dimerization of enolates of methyl 2-arylacetates generated with tBuOK under equilibrium conditions are reported. The oxidative homocoupling reaction furnishes a mixture of dl and meso dimers in moderate to good yields and diastereoselectivity. Electron-withdrawing substituents on the aryl ring seem to facilitate dimerization leading to higher yields and ortho-substituted aryl acetates afford better diastereoselectivity.

Original languageEnglish (US)
Article number100407
JournalResults in Chemistry
Volume4
DOIs
StatePublished - Jan 2022

All Science Journal Classification (ASJC) codes

  • General Chemistry

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