Spiro- and bridged-ring forming electrophile induced ->oxime->nitrone cycloaddition cascades. Multiplication of chirality

DÖNDAŞ H. A. , Grigg R., Frampton C.

TETRAHEDRON LETTERS, cilt.38, sa.32, ss.5719-5722, 1997 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 38 Konu: 32
  • Basım Tarihi: 1997
  • Doi Numarası: 10.1016/s0040-4039(97)01255-0
  • Sayfa Sayıları: ss.5719-5722


Electrophile induced 6-exo-trig spirocyclisation of oximes onto 5-, 6- or 7-membered cycloalkenes occurs stereo- and regio- specifically in good yield. Bridged - ring forming cyclisations creating bicycle-[3.3.1]- and bicyclo-[3.2.1]-ring systems also occur in good yield. Chiral bridged-ring systems have been synthesised, via the latter processes, that involve multiplication of chiral centres from one to six and seven in one pot reactions. (C) 1997 Elsevier Science Ltd.