Enantiocontrolled synthesis of naturally occurring octadecadienoic acid derivatives, self-defensive substances against rice blast disease, by means of the Sharpless asymmetric epoxidation of unsymmetrical divinylmethanol[hair space]1

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Toshio Honda, Mai Ohta and Hirotake Mizutani


Abstract

(11S,12S,13S[hair space])-(9Z,15Z[hair space])- and (11R,12S,13S[hair space])-(9Z,15Z[hair space])-11-hydroxy-12,13-epoxyoctadecadienoic acids and (11R,12S,13S[hair space])-(9Z,15Z[hair space])-11,12,13-trihydroxyoctadecadienoic acid, self-defensive substances against the rice blast disease, were synthesised enantioselectively by employing the Sharpless asymmetric epoxidation reaction of the unsymmetrical divinylmethanol, as a key step.


References

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