Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams


Aydogan F., Demir A.

TETRAHEDRON-ASYMMETRY, cilt.15, ss.259-265, 2004 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 15 Konu: 2
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1016/j.tetasy.2003.11.011
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Sayfa Sayıları: ss.259-265

Özet

Homochiral 2-methylpyrrole derivatives are synthesized in high yields starting from chiral amino alcohols and 5-chloro-3-pentene-2-one. The photooxygenation of these compounds in the presence of a photosynthesizer furnishes the pyrrolooxazolone structures in high diastereoselectivities. In all of the examples, trans-isomers are formed as the major products. (C) 2003 Elsevier Ltd. All rights reserved.