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

2004-01-26
Aydogan, F
Demir, Ayhan Sıtkı
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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.
Singlet oxygen oxidation, Diels-alder reactions, Quaternary carbon-compounds, Asymmetric total synthesis, Alpha,beta-unsaturated lactams, Facile synthesis, Pyrroles, Acid, Cyclopropanes, Analogs
https://hdl.handle.net/11511/57296
TETRAHEDRON-ASYMMETRY
Department of Chemistry, Article

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Citation Formats
F. Aydogan and A. S. Demir, “Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams,” TETRAHEDRON-ASYMMETRY, pp. 259–265, 2004, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57296.
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