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Synthesis of the host-selective plant toxins AF IIa, AF IIc and AKII, employing sharpless chiral epoxidation under kinetic control

✍ Scribed by Leslie Crombie; Sandra R.M. Jarrett


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
255 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis


Sharpless chiral epoxidation of the ethyl esters of (2E,4E,6Z) -, (2E,4E,6E)-and (2E,4Z,GE)-8-hydroxy-9-methyldeca-2,4,6,9-tetraenoic acid gave predominantly the (8R,9S)epoxyalcohols. These were converted into the host-specific plant toxins AF Ila, AF Ilc and AK II, thereby effecting a total synthesis of these compounds.