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Synthesis 2009(4): 655-659
DOI: 10.1055/s-0028-1083350
DOI: 10.1055/s-0028-1083350
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (-)-Monomorine I
Further Information
Received
15 July 2008
Publication Date:
02 February 2009 (online)
Publication History
Publication Date:
02 February 2009 (online)

Abstract
(-)-Monomorine I has been synthesized using a stereoselective intramolecular 1,6-conjugate addition of a hydroxylamine to a dienyl ester, followed by a tandem hydrogenation-lactamization reaction.
Key words
Michael addition - tandem reaction - alkaloid - lactam - heterocycle
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References
Enantiomeric excess was determined by chiral HPLC on an OD-H column (hexane-i-PrOH, 95:5).
15Model studies were carried out on the racemic compound.