Concepedia

SmI<sub>2</sub>/Water/Amine Mediates Cleavage of Allyl Ether Protected Alcohols:  Application in Carbohydrate Synthesis and Mechanistic Considerations

Anders Dahlén, Andreas Sundgren, Martina Lahmann, Stefan Oscarson, Göran Hilmersson

Organic Letters · 2003 · 71 citations · 15 references

DOI

Concepts

Abstract

[reaction: see text]. SmI2/H2O/amine provides selective cleavage of unsubstituted allyl ethers in good to excellent yields. This method is therefore useful in deprotection of alcohols and carbohydrates.

References

15

Synthesis of a hexasaccharide unit of a complex type of glycan chain of a glycoprotein

Tomoya Ogawa, Satoru Nakabayashi, Tooru Kitajima · Carbohydrate Research · 1983 · 133 citations

, , +16

Discovery and Optimization of Heterogeneous Catalysts by Using Combinatorial Chemistry

Selim Şenkan, Şükrü Öztürk · Angewandte Chemie International Edition · 1999 · 113 citations

, , +17

Instantaneous SmI<sub>2</sub>/H<sub>2</sub>O/Amine‐Mediated Reductions in THF

Anders Dahlén, Göran Hilmersson · Chemistry - A European Journal · 2003 · 86 citations

, , +10

Instantaneous SmI2–H2O-mediated reduction of dialkyl ketones induced by amines in THF

Anders Dahlén, Göran Hilmersson · Tetrahedron Letters · 2002 · 82 citations

, , +3

Rapid SmI<sub>2</sub>-Mediated Reductions of Alkyl Halides and Electrochemical Properties of SmI<sub>2</sub>/H<sub>2</sub>O/Amine

Anders Dahlén, Göran Hilmersson, Brian W. Knettle et al. · The Journal of Organic Chemistry · 2003 · 79 citations

, , +12