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Synthesis 2002(1): 0111-0115
DOI: 10.1055/s-2002-19302
DOI: 10.1055/s-2002-19302
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Convenient Route to Alkaloid Lipids: Application for the Synthesis of a Leptophylline A Analogue
Further Information
Received
31 July 2001
Publication Date:
04 August 2004 (online)
Publication History
Publication Date:
04 August 2004 (online)
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Abstract
A synthetic route for efficient access to alkaloid lipids, using the chiral 2,3,6-trisubstituted piperidine acetaldehyde 9 as an intermediate, is reported. The utility of the synthetic route was demonstrated in the asymmetric synthesis of an unnatural analogue of Cassia leptophylla alkaloid lipid, leptophyllin A, in 16 steps and 15% overall yield starting from d-glucal.
Key words
piperidines - alkaloids - asymmetric synthesis
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