Concepedia

[4 + 1] Cycloaddition of Bis(alkylthio)carbenes with Vinyl Isocyanates. Total Synthesis of (±)-Mesembrine

James H. Rigby, Weitong Dong

Organic Letters · 2000 · 44 citations · 7 references

DOI

Concepts

Abstract

[reaction: see text] The Sceletium alkaloid mesembrine has been synthesized in 13% overall yield by a sequence featuring a [4 + 1] cycloaddition of a bis(alkylthio)carbene with a functionalized vinyl isocyanate.

References

7

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Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process

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Total Synthesis of (±)-Tazettine

James H. Rigby, Alexandre Cavezza, Mary Jane Heeg · Journal of the American Chemical Society · 1998 · 79 citations

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Nucleophilic Carbenes in Organic Synthesis. Construction of Functionalized Hydroindolones<i>via</i>a Novel Reaction Pathway of Dimethoxycarbene

James H. Rigby, Alexandre Cavezza, Gulzar Ahmed · Journal of the American Chemical Society · 1996 · 52 citations

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Nucleophilic Carbenes in Synthesis. [1 + 4] Cycloaddition of Bis(alkylthio)carbenes with Vinyl Isocyanates

James H. Rigby, Stéphane Laurent · The Journal of Organic Chemistry · 1999 · 41 citations

, , +5