Enantioselective direct aldol reactions promoted by phosphine oxide aziridinyl phosphonate organocatalysts

DOĞAN Ö., TAN D.

TETRAHEDRON-ASYMMETRY, vol.26, no.23, pp.1348-1353, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 26 Issue: 23
  • Publication Date: 2015
  • Doi Number: 10.1016/j.tetasy.2015.10.013
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1348-1353
  • Middle East Technical University Affiliated: Yes

Abstract

A series of phosphine oxide based chiral Lewis bases were screened as organocatalysts for silicon tetrachloride mediated direct asymmetric aldol reactions between cyclohexanone and various aromatic aldehydes. One of the phosphine oxide-aziridinyl phosphonate POAP-A Lewis bases formed the aldol products in up to 75% yield and with 65% ee. (C) 2015 Elsevier Ltd. All rights reserved.