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

AYDOĞAN, Feray; Demir, Ayhan

doi:10.1016/j.tetasy.2003.11.011

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

AYDOĞAN F., Demir A.

TETRAHEDRON-ASYMMETRY, cilt.15, sa.2, ss.259-265, 2004 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 15 Sayı: 2
Basım Tarihi: 2004
Doi Numarası: 10.1016/j.tetasy.2003.11.011
Dergi Adı: TETRAHEDRON-ASYMMETRY
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.259-265
Yıldız Teknik Üniversitesi Adresli: Evet

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.