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Diels–Alder reactions of phenylglycinol-derived bicyclic lactams. Enantiodivergent synthesis of cis-hydroisoquinolines

Núria Casamitjana,Mercedes Amat,Núria Llor,Marçal Carreras,Xavier Pujol,M. Montserrat Fernández,Virgina López,Elies Molins,Carles Miravitlles,Joan Bosch

Tetrahedron: Asymmetry（2003）

Cited 17|Views7
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Abstract
The diastereomeric phenylglycinol-derived unsaturated δ-lactams trans-3 and cis-3 react with dienes with exo facial diastereoselectivity to give the corresponding tricyclic adducts, which were ultimately converted to enantiomeric cis-hydroisoquinolines.
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Key words
bicyclic lactams,enantiodivergent synthesis,phenylglycinol-derived,cis-hydroisoquinolines
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