54. 水酸化GR24の合成と構造解析(口頭発表,植物化学調節学会第46回大会)

概要

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To identify hydroxylated products of GR24, the synthesis of 5-, 6-, 7- and 8-hydroxy GR24 was undertaken. First, 5- and 6-hydroxy-1-indanone 1, 2 were protected with a MOM group, gave MOM protected indanone 3, 4, respectively. Indanone 3 and 4 reacted with dimethyl carbonate in the presence of sodium hydride, then ethyl bromoacetate gave compounds 5 and 6. Acid catalyzed hydrolysis and subsequent decarboxylation gave carboxylic acids 7 and 8. Then, sodium borohydride reduction, followed by acid treatment gave tricyclic lactones 9 and 10, respectively. Formylation of ABC-ring and coupling with D-ring are ongoing.
植物化学調節学会の論文
2011-10-03