108817-75-0Relevant academic research and scientific papers
Cycloaddition of Nitrones with Allenes. An Example of Steric Control of Regiochemistry
Padwa, Albert,Kline, Donald N.,Koehler, Konrad F.,Matzinger, Michael,Venkatramanan, M. K.
, p. 3909 - 3917 (2007/10/02)
A study of the cycloaddition behavior of a series of electron-deficient allenes with C-phenyl-N-alkylnitrones has been carried out.The 1,3-dipolar cycloaddition proceeds in high yield with complete regiospecifity toproduce 5-methylene substituted isoxazol
HETERO-COPE REARRANGEMENTS - VI; SHORT AND STEREOSELECTIVE SYNTHESIS OF 2-VINYLINDOLES BY A TANDEM-PROCESS
Wilkens, Jochen,Kuehling, Andrea,Blechert, Siegfried
, p. 3237 - 3246 (2007/10/02)
The initially formed N-phenylnitrone-intermediates are converted by a tandem-reaction (cycloaddition, Cope rearrangement, retro-Michael addition, and indolization) to 2-vinylindoles 7.Thus these indoles can be synthesized simply and stereoselectively in a one-pot reaction from N-phenylhydroxylamine 4, aldehydes 5, and electrondeficient allenes 6.
ISOXAZOLINE OXIDATION. AN EFFICIENT METHOD FOR THE PREPARATION OF α,β-UNSATURATED CARBONYL COMPOUNDS
Padwa, Albert,Kline, Donald N.,Perumattam, John
, p. 913 - 916 (2007/10/02)
MCPBA peracid oxidation of Δ4-isoxazolines derived from the dipolar cycloaddition reaction of nitrones with acetylenes or allenes produces α,β-unsaturated ketones in excellent yield.
