Concepedia

A Lewis Acid-Catalyzed Formal [3 + 3] Cycloaddition of α,β-Unsaturated Aldehydes with 4-Hydroxy-2-Pyrone, Diketones, and Vinylogous Esters

Aleksey V. Kurdyumov, Nan Lin, Richard P. Hsung, Glen C. Gullickson, Kevin P. Cole, Nadiya Sydorenko, Jacob J. Swidorski

Organic Letters · 2005 · 59 citations · 13 references

DOI

Abstract

[reaction: see text] A Lewis acid-catalyzed formal cycloaddition of alpha,beta-unsaturated aldehydes with 6-methyl-4-hydroxy-2-pyrone, 1,3-diketones, and vinylogous silyl esters is described here.

References

13

[3 + 3] Cycloadditions and related strategies in alkaloid natural product synthesis

Joseph P. A. Harrity, Olivier Y. Provoost · Organic & Biomolecular Chemistry · 2005 · 127 citations

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Formal [3 + 3] Cycloaddition Approach to Chromenes and Chromanes. Concise Total Syntheses of (±)-Rhododaurichromanic Acids A and B and Methyl (±)-Daurichromenic Ester

Aleksey V. Kurdyumov, Richard P. Hsung, Kirsten Ihlen et al. · Organic Letters · 2003 · 79 citations

A Formal [3 + 3] Cycloaddition Reaction. Improved Reactivity Using α,β-Unsaturated Iminium Salts and Evidence for Reversibility of 6π-Electron Electrocyclic Ring Closure of 1-Oxatrienes

Hong C. Shen, Jiashi Wang, Kevin P. Cole et al. · The Journal of Organic Chemistry · 2003 · 78 citations

Total Syntheses of Pyranoquinoline Alkaloids:  Simulenoline, Huajiaosimuline, and (±)-7-Demethoxyzanthodioline

Mike J. McLaughlin, Richard P. Hsung · The Journal of Organic Chemistry · 2001 · 72 citations

, , +8

Stereoselective Preparation of (<i>Z</i>)-2-(Trialkylsilyloxy)-2-alkenals by Retrocycloaddition Reactions of 4<i>H</i>-4-Alkyl-5-(trialkylsilyloxy)-1,3-dioxins. Useful Reactants for Lewis Acid Catalyzed [4 + 3] Cyclizations

Ronald A. Aungst, Raymond L. Funk · Organic Letters · 2001 · 55 citations