404891-55-0Relevant academic research and scientific papers
Synthesis of enantiopure prolines via exo-stereoselective 1,3-dipolar cycloadditions to acetone-derived chiral stabilised azomethine ylides
Draffin, William N.,Harwood, Laurence M.
, p. 857 - 860 (2006)
The chiral stabilised azomethine ylide formed from condensation of the dimethyl acetal of acetone with (55)-5-phenylmorpholinone undergoes stereoselective exo-cycloaddition reactions with a range of doubly and singly activated dipolarophiles when generate
An acetone-derived chiral stabilised azomethine ylid: Synthesis of enantiomerically pure 5,5,-dimethylproline derivatives
Aldous,Drew,Hamelin,Harwood,Jahans,Thurairatnam
, p. 1836 - 1840 (2007/10/03)
The chiral stabilised azomethine ylid 3 generated in situ via Lewis acid catalysed condensation of (5S)-5-phenylmorpholin-2-one with 2,2-dimethoxypropane call be trapped diastereoselectively with singly and doubly activated dipolarophiles. The cycloadducts may be dismantled in one pot to furnish enantiomerically pure 5,5-dimethylproline derivatives.
