403477-58-7Relevant academic research and scientific papers
The synthesis of functionalised chiral bicyclic lactam and lactone N-oxides using a tandem Cope elimination/reverse Cope elimination protocol
Ellis, Gemma L.,O'Neil, Ian A.,Elena Ramos,Cleator, Ed,Barret Kalindjian,Chorlton, Alan P.,Tapolczay, David J.
, p. 1683 - 1686 (2008/02/05)
Functionalised hydroxylamine derivatives of (S)-proline and (R)-pipecolic acid have been prepared using a Cope elimination. These undergo reverse Cope elimination onto a pendant double bond to give bicyclic lactam and lactone N-oxides containing three contiguous chiral centres, this extends the scope and applicability of the reverse Cope elimination in the synthesis of heterocyclic systems by incorporation of the lactone and lactam structural motifs.
Synthesis of β-amino esters via aza-Michael addition of amines to alkenes promoted on silica: A useful and recyclable surface
Basu, Basudeb,Das, Pralay,Hossain, Ismail
, p. 2630 - 2632 (2007/10/03)
A solvent-free protocol for the synthesis of β-amino esters and nitriles has been developed via conjugate addition of amines to electron-deficient alkenes promoted on silica. The silica surface may be recycled. Both aliphatic and aromatic primary or secondary amines worked efficiently to yield the desired adducts in good to excellent yields.
A convenient synthesis of secondary hydroxylamines
O'Neil, Ian A.,Cleator, Ed,Tapolczay, David J.
, p. 8247 - 8249 (2007/10/03)
The oxidation of a range of β-cyanoethyl tertiary amines with mCPBA gives the corresponding N-oxides, which can be isolated or undergo Cope-elimination to give secondary hydroxylamines in excellent yield.
