Issue 12, 1991

Triterpenoid total synthesis. Part 2. Synthesis of glycinoeclepin A, a potent hatching stimulus for the soybean cyst nematode

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 2919-2934

Triterpenoid total synthesis. Part 2. Synthesis of glycinoeclepin A, a potent hatching stimulus for the soybean cyst nematode

H. Watanabe and K. Mori, J. Chem. Soc., Perkin Trans. 1, 1991, 2919 DOI: 10.1039/P19910002919

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