New phosphine oxide aziridinyl phosphonates as chiral Lewis bases for the Abramov-type phosphonylation of aldehydes


DOĞAN Ö. , Isci M., Aygun M.

TETRAHEDRON-ASYMMETRY, cilt.24, ss.562-567, 2013 (SCI İndekslerine Giren Dergi)

  • Cilt numarası: 24
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.tetasy.2013.04.005
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Sayfa Sayısı: ss.562-567

Özet

A series of Lewis bases were screened for Abramov-type phosphine additions to aldehydes. A novel phosphine oxide aziridinyl phosphonate POAP-A was found to be better than the others in forming the product in 96% yield and with 42% ee. The absolute configuration of the newly synthesized POAP Lewis bases was determined by single-crystal X-ray analysis. (C) 2013 Elsevier Ltd. All rights reserved.