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Thermostable enzymes in organic synthesis, 5. Total synthesis of S-(+)-Z-dodec-3-en-11-olide (ferrulactone II) using a tbadh-generated bifunctional chiron. by Ehud Keinan; Subhash C. Sinha; Surendra P. Singh is a Chemistry article available to read on EtoBox.

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The total synthesis of (S)-(+)-ferrulactone (2), one of several synergistic aggregation pheromones produced by male flat grain beetles, Cryprolesres ferrugineus (Stephens) was achieved in a five-step synthesis in very high optical purity (~99% ee) and 17.5% chemical yield, starting from (S)-(+)-methyl-8-hydroxynonanoate (5) and a threecarbon Wittig reagent 11. The nine-carbon bifunctional chiron 5 was obtained from methyl

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Author

Ehud Keinan; Subhash C. Sinha; Surendra P. Singh

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1991

Language

EN

Field

Chemistry (Physical Sciences)