What is the role of ceric ammonium nitrate (CAN) in the carbon-Ferrier rearrangement of glycals?

Label:chem

Topic
The article discusses the use of ceric ammonium nitrate (CAN) as a reagent for the carbon-Ferrier rearrangement of glycals to synthesize C-allyl glycosides.
Answer
Ceric ammonium nitrate (CAN) acts as an efficient reagent to promote the carbon-Ferrier rearrangement of glycals with carbon nucleophiles such as allyltrimethylsilane. It facilitates the formation of C-allyl glycosides in moderate to good yields with high selectivity.
Return to Home Chemical List
Knowledge you may be interested in
What are the biological effects of bifenox and chlomethoxyfen on insects? How do bifenox and chlomethoxyfen inhibit OfTreh? What are the known inhibitors of trehalase, and what are their limitations? What are the primary roles of trehalose and trehalase in insects? What are the observed photophysical properties of the porphyrin–azoheteroarene hybrids compared to their precursor porphyrins? What is the role of tert-butyl nitrite (tBuONO) in the synthesis of porphyrin–azoheteroarene hybrids? How do peripheral substituents affect the dipole moment and charge distribution in porphyrin-VOC interactions? What role do metal centers play in the responsiveness of porphyrin structures to VOCs? How do different porphyrin structures influence the binding energy with VOCs? What is the role of bistramide A in actin binding? What is the role of potassium carbonate (K2CO3) in the synthesis of 2-deoxy-2-amino-C-glycoside? What is the purpose of using benzyl chloroformate in the synthesis of 2-deoxy-2-amino-C-glycoside? How does 2,2-dimethoxypropane function in the final step of the synthesis of 2-deoxy-2-amino-C-glycoside? What is the role of beta-nitrostyrene in the electrochemical coupling reactions? What is the role of ethanol in the electrochemical coupling reactions? What is the role of stainless steel electrodes in the electrochemical coupling of beta-nitrostyrene? What is the role of sodium borohydride (NaBH₄) in the reduction of β-nitrostyrenes to phenethylamines? How does copper(II) chloride (CuCl₂) function in the reduction of β-nitrostyrenes? Which β-nitrostyrene analogues were used to demonstrate the effectiveness of the NaBH₄/CuCl₂ system? What is the role of (diacetoxyiodo)benzene in the oxidation of 3,5-di-tert-butylcatechol and 2-aminophenol?