A diastereoselective tandem metalloenamine alkylation/aza-annulation of β-tetralones expedites the synthesis of benzoquinolinones

In one operation, metalloenamines derived from R-phenylethylamine (PEA) and a β-tetralone were treated with an electrophile followed by acrylic anhydride. The unpurified lactams were reduced to give 10b-angular benzoquinolinones (BQs). Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 37; no. 24; pp. 4121 - 4124
Main Authors Audia, James E., Droste, James J., Dunigan, James M., Bowers, John, Heath, Perry C., Holme, Dale W., Eifert, Jill H., Kay, Harry A., Miller, Richard D., Olivares, Jorge M., Rainey, Thomas F., Weigel, Leland O.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.06.1996
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
5-ALPHA-REDUCTASE
IMINES
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Summary:In one operation, metalloenamines derived from R-phenylethylamine (PEA) and a β-tetralone were treated with an electrophile followed by acrylic anhydride. The unpurified lactams were reduced to give 10b-angular benzoquinolinones (BQs). Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)00724-1