Lewis acid-catalyzed hetero Diels-Alder cycloadditions of 3-alkyl, 3-phenyl and 3-carboxylated 2H-azirines

Activation by Lewis acids of 3-alkyl and 3-phenyl 2H-azirines promotes their participation in hetero Diels-Alder reactions with a variety of dienes. This methodology circumvents the previous requirement of an electron-withdrawing carboxyl moiety at the 3-position of the 2H-azirine. (C) 2001 Elsevier...

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 52; pp. 9289 - 9291
Main Authors Ray, CA, Risberg, E, Somfai, P
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 24.12.2001
Subjects
Chemistry
Chemistry, Organic
chiral aziridines
dienophiles
Physical Sciences
Science & Technology
DIENOPHILES
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Summary:Activation by Lewis acids of 3-alkyl and 3-phenyl 2H-azirines promotes their participation in hetero Diels-Alder reactions with a variety of dienes. This methodology circumvents the previous requirement of an electron-withdrawing carboxyl moiety at the 3-position of the 2H-azirine. (C) 2001 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
1359-8562
DOI:10.1016/S0040-4039(01)02042-1