908101-19-9Relevant academic research and scientific papers
Eco-friendly N-acyliminium ion chemistry: solvent-free HNTf2 and TIPSOTf-catalyzed α-amidoalkylation of silicon-based π-nucleophiles
Tranchant, Marie-José,Moine, Charlotte,Othman, Raja Ben,Bousquet, Till,Othman, Mohamed,Dalla, Vincent
, p. 4477 - 4480 (2006)
The α-amidoalkylation of silicon-based π-nucleophiles is efficiently catalyzed by HNTf2 or TIPSOTf at very low levels of loading in neat conditions.
Diastereoselection of the addition of silyloxyfurans to five-, six- and seven-membered N-acyliminium ions
De Oliveira, Maria da Concei??o F.,Santos, Leonardo Silva,Pilli, Ronaldo Aloise
, p. 6995 - 6997 (2001)
The addition of silyloxyfuran 1a to five-, six- and seven-membered N-acyliminium ions 2 afforded threo-3 as the major isomers (the structures of 3a, 3g and 3m were determined by X-ray analysis). The diastereoisomeric ratio increased with bulkier carbamate
Synthesis of alkaloid analogues from β-amino alcohols by β-fragmentation of primary alkoxyl radicals
Boto, Alicia,Hernandez, Dacil,Hernandez, Rosendo,Montoya, Adriana,Suarez, Ernesto
, p. 325 - 334 (2007/10/03)
The fragmentation of primary alkoxyl radicals is usually a minor process with respect to hydrogen abstraction and other competing reactions. However, when β-amino alcohols were used as substrates, the scission proceeded in good to excellent yields and no side reactions were observed. The fragmentation can be coupled with an allylation or alkylation reaction, to give alkaloid analogues and functionalized nitrogen heterocycles. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Synthesis of alkaloids from amino acids via N-acyliminium ions generated by one-pot radical decarboxylation-oxidation
Boto, Alicia,Hernández, Rosendo,Suárez, Ernesto
, p. 2899 - 2902 (2007/10/03)
A one-pot methodology for the synthesis of α-substituted nitrogen heterocycles from commercial amino acids has been developed. Good stereoselectivity can be achieved with chiral substituted rings. This procedure has been applied to the synthesis of piperidine, pyrrolidine and indolizidinone alkaloids. (C) 2000 Elsevier Science Ltd.
