Concepedia

Stereoselective organocatalyzed glycosylations – thiouracil, thioureas and monothiophthalimide act as Brønsted acid catalysts at low loadings

Gary A. Bradshaw, Avene C. Colgan, N.P. Allen, Imlirenla Pongener, M. B. Boland, Y. Ortin, Eoghan M. McGarrigle

Chemical Science · 2018 · 78 citations · 80 references

DOIFull text

Open access

Concepts

Abstract

a double H-bonding mechanism but rather by Brønsted acid/base catalysis. In addition to the synthesis of 2-deoxyglycosides and glycoconjugates, we report the first organocatalytic synthesis of 1,1'-linked trehalose-type sugars.

References

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Enantioselective Michael Reaction of Malonates to Nitroolefins Catalyzed by Bifunctional Organocatalysts

Tomotaka Okino, Yasutaka Hoashi, Yoshiji Takemoto · Journal of the American Chemical Society · 2003 · 1.4K citations

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Updating and further expanding GSK's solvent sustainability guide

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H-Bonding Additives Act Like Lewis Acid Catalysts

Peter R. Schreiner, Alexander Wittkopp · Organic Letters · 2002 · 465 citations · Full text

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Solvent Applications of 2-Methyltetrahydrofuran in Organometallic and Biphasic Reactions

David F. Aycock · Organic Process Research & Development · 2006 · 449 citations

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Theoretical Studies on the Bifunctionality of Chiral Thiourea-Based Organocatalysts:  Competing Routes to C−C Bond Formation

Andrea Hamza, Gábor Schubert, Tibor Soós et al. · Journal of the American Chemical Society · 2006 · 437 citations

, , +10