Concepedia

Highly Diastereoselective Diels−Alder Reactions of Baylis−Hillman Adducts

Varinder K. Aggarwal, Amaury Patin, Steve Tisserand

Organic Letters · 2005 · 24 citations · 6 references

DOI

Concepts

Abstract

[reaction: see text] Baylis-Hillman adducts were found to be excellent dienophiles in Diels-Alder reactions, providing essentially complete diastereocontrol (although mixtures of endo/exo isomers) with all dienes.

References

6

New Strategies for the Development of an Asymmetric Version of the Baylis–Hillman Reaction

Peter Langer · Angewandte Chemie International Edition · 2000 · 401 citations

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Asymmetric Diels−Alder Reactions Catalyzed by a Triflic Acid Activated Chiral Oxazaborolidine

E. J. Corey, Takanori Shibata, Thomas Lee · Journal of the American Chemical Society · 2002 · 280 citations

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<b>The Correlation of Solvent Effects on the Stereoselectivities of Diels-Alder Reactions by Means of Linear Free Energy Relationships. A New Empirical Measure of Solvent Polarity</b>

Jerome A. Berson, Zacharias. Hamlet, William A. Mueller · Journal of the American Chemical Society · 1962 · 260 citations

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Correlation between p<i>K</i><sub>a</sub> and Reactivity of Quinuclidine-Based Catalysts in the Baylis−Hillman Reaction:  Discovery of Quinuclidine as Optimum Catalyst Leading to Substantial Enhancement of Scope

Varinder K. Aggarwal, Ingo Emme, Sarah Y. Fulford · The Journal of Organic Chemistry · 2003 · 220 citations

, , +11

Enantioselective synthesis of 2-alkyl-5-methylene-1,3-dioxolan-4-ones and exo-selective Diels-Alder reactions with cyclopentadiene

William Roush, Bradley Brown · The Journal of Organic Chemistry · 1992 · 98 citations

, , +7