Enantioselective α-benzylation of aldehydes via photoredox organocatalysis

Hui Wen Shih, Mark N. Vander Wal, Rebecca L. Grange, David W.C. MacMillan

Research output: Contribution to journalArticlepeer-review

380 Scopus citations

Abstract

The first enantioselective aldehyde α-benzylation using electron-deficient aryl and heteroaryl substrates has been accomplished. The productive merger of a chiral imidazolidinone organocatalyst and a commercially available iridium photoredox catalyst in the presence of household fluorescent light directly affords the desired homobenzylic stereogenicity in good to excellent yield and enantioselectivity. The utility of this methodology has been demonstrated via rapid access to an enantioenriched drug target for angiogenesis suppression.

Original languageEnglish (US)
Pages (from-to)13600-13603
Number of pages4
JournalJournal of the American Chemical Society
Volume132
Issue number39
DOIs
StatePublished - Oct 6 2010

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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