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Synthesis 2017; 49(20): 4711-4716
DOI: 10.1055/s-0036-1589067
DOI: 10.1055/s-0036-1589067
paper
Synthesis of (±)-γ-Lycorane by Using an Intramolecular Friedel–Crafts Reaction
We thank the Agency for Science Technology and Research (A-Star) for financial support of this work (PSF grant number 1321202095). B.N.D.D. thanks the URECA programme of NTU for support.Further Information
Publication History
Received: 29 April 2017
Accepted after revision: 26 May 2017
Publication Date:
20 July 2017 (online)
Abstract
A total synthesis of γ-lycorane has been achieved by employing N-tosylpyrrole as a key building block. The synthesis employs both an intermolecular and an intramolecular Friedel–Crafts reaction, as well as a completely diastereoselective hydrogenation of a late-stage pyrrole intermediate.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1589067.
- Supporting Information
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For selected syntheses, see:
For a review, see: