Behaviour of monocomplexed 1, 4-diynes in the Khand reaction and use of ethylene equivalent techniques in a convenient route to tritium-labelled methyl jasmonate

WJ Kerr, M McLaughlin, PL Pauson

Index: Kerr, William J.; McLaughlin, Mark; Pauson, Peter L. Journal of Organometallic Chemistry, 2001 , vol. 630, # 1 p. 118 - 124

Full Text: HTML

Citation Number: 13

Abstract

1, 2-Complexed hexacarbonyl (hepta-1, 4-diyne) dicobalt, obtained from hexacarbonyl (propargyl acetate) dicobalt with tri-1-butynylaluminium, has been converted, by selective Khand annulation of the complexed triple bond with vinyl benzoate, to 2-pent-2-yn-1- ylcyclopent-2-en-1-one. By use of standard procedures this alkynyl cyclopentenone has been transformed into methyl jasmonate, allowing replacement of the final hydrogenation ...