Tandem Acylation - Cycloalkylation with Cyclohexene-1-Acetic Acid: A New Entry to Phenanthrene Alkaloids

Tandem acylation - cycloalkylation of 3,4 - dimethoxy-phenylethylamine (1) with cyclohexene -1-acetic acid (2) in polyphosphoric acid (PPA) afforded 8 - (2 - aminoethyl) - 1,2,3,4,4a,9,10,10a - octahydro - 9 - oxo - phenanthrene (3) which on dehydrogenation with Pd - C, followed by sequential N- met...

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Veröffentlicht in:	Natural product letters 1996-08, Vol.8 (4), p.317-324
Hauptverfasser:	Ramana, M. M. V., Potnis, Prashant V.
Format:	Artikel
Sprache:	eng
Schlagworte:	N - noratherosperminine and atherosperminine
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	Tandem acylation - cycloalkylation of 3,4 - dimethoxy-phenylethylamine (1) with cyclohexene -1-acetic acid (2) in polyphosphoric acid (PPA) afforded 8 - (2 - aminoethyl) - 1,2,3,4,4a,9,10,10a - octahydro - 9 - oxo - phenanthrene (3) which on dehydrogenation with Pd - C, followed by sequential N- methylation gave N- noratherosperminine (5) and atherosperminine (6) in good yields.
ISSN:	1057-5634
DOI:	10.1080/10575639608044915