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Issue 6, 2014
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Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

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Abstract

A general and practical enantioselective synthetic approach to both the phenanthroindolizidine and phenanthroquinolizidine alkaloids (S)-tylophorine and (S)-cryptopleurine was developed, which features a stereoselective alkylation and a one-pot Curtius reaction rearrangement/intramolecular cyclization cascade sequence.

Graphical abstract: Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

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Publication details

The article was received on 21 Mar 2014, accepted on 20 May 2014 and first published on 21 May 2014


Article type: Research Article
DOI: 10.1039/C4QO00084F
Author version available: Download Author version (PDF)
Citation: Org. Chem. Front., 2014,1, 674-677
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    Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

    F. Chen, B. Su and Q. Wang, Org. Chem. Front., 2014, 1, 674
    DOI: 10.1039/C4QO00084F

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