Triterpenoid total synthesis. Part 2. Synthesis of glycinoeclepin A, a potent hatching stimulus for the soybean cyst nematode
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 23 (12) , 2919-2934
- https://doi.org/10.1039/p19910002919
Abstract
Glycinoeclepin A, a natural hatching stimulus for the soybean cyst nematode, was enantioselectively synthesized starting from two chiral building blocks, both of which were obtained by reduction of prochiral 1,3-diketones with baker's yeast. The key reactions are aldol condensation to introduce asymmetry at C-12 and -13 and reductive lactone cleavage followed by aldol-type condensation for c-ring formation.Keywords
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