Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes


Cinar M. E., ENGELEN B., PANTHOEFER M., DEISEROTH H., SCHLIRF J., Schmittel M.

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, cilt.12, ss.813-824, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 12
  • Basım Tarihi: 2016
  • Doi Numarası: 10.3762/bjoc.12.80
  • Dergi Adı: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.813-824
  • İstanbul Teknik Üniversitesi Adresli: Hayır

Özet

A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented on a flow micro reactor system.