Synthesis of a novel tetrahydroisoquinoline pentacyclic framework |
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Authors: | Irene Ortín |
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Institution: | Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain |
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Abstract: | N-Acyliminium cyclization of 6-substituted (3R∗,6R∗,11aS∗)-3-arylmethyl-pyrazino1,2-b]isoquinoline-1,4-diones gave with very good yields a novel tetrahydroisoquinoline pentacyclic core framework (29), while this reaction failed in all-cis-isomers to give instead conjugated enamines by deprotonation. Electronic and steric factors that govern the approach to both diastereomers from 6-substituted pyrazino1,2-b]isoquinoline-1,4-diones have been studied. |
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Keywords: | Tetrahydroisoquinolines N-Acyliminium Pictet-Spengler type Antitumor antibiotics |
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