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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
(2R,4S,5S)-5-Meth-oxy-4-methyl-3-oxohept-6-en-2-yl benzoate
Ann-Christin Schmidt1, Lyuba Iovkova1, Martin Hiersemann1
1Fakultät für Chemie und Chemische Biologie, Technische Universität Dortmund, Organische Chemie, 44227 Dortmund, Germany.
Abstract:
The title compound, C16H20O4, was synthesized in the course of the total synthesis of fusaequisin A in order to verify and confirm the configurations of the stereogenic centers and to exclude the possibility of epimerization during the methyl-ation process. The crystal structure of the title compound at 100 K has ortho-rhom-bic (P212121) symmetry. The absolute configuration was determined by anomalous dispersion and agrees with the configuration of the allylic alcohol used in the synthesis.
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