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有机化学
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有机化学 ›› 1989, Vol. 9 ›› Issue (1): 65-68. 上一篇    下一篇

研究论文

矢车菊中倍半萜 - 4,9-二氧-红没药-2,7(14), 10-三烯及其类似物的合成

董庚威;范伟明;袁伟民;贾韵仪   

  1. 复旦大学化学系
  • 发布日期:1989-02-25

Synthesis of sesquiterpene from centaurea species - 4,9-dioxo-bisabol-2,7(14),10-triene and its analogues

DONG GENGWEI;FAN WEIMING;YUAN WEIMIN;JIA YUNYI   

  • Published:1989-02-25

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418

被引次数

1

本文以(-)-香芹酮(1a)和(+)-二氢香芹酮(1b)作原料合成了4,9-二氧-红没药-2,7(14), 10-三烯(4a), 它的二氢类似物4,9-二氧-红没药-7(14), 10-二烯(4b)和4,9-二氧-红没药-7E, 10-二烯(5b), 四氢类似物4,9-二氧-红没药-7(14)-烯(4C).

关键词: 单环倍半萜, 有机合成, 多烯烃 P, 乙二胺 P, 矢车菊, 红没药

Reactions of 10-chlorocarvone or 10-chlorodihydrocarvone with isopentenal or isopentanal in the presence of zinc dust yielded homoallylic alcs. I, II, and III. I-III were oxidized to 4,9-dioxobisabol-2,7(14),10-triene, 4,9-dioxobisabol-7(14),10-diene and 4,9-dioxobisabol-7(14)-ene resp. by chromium trioxide-pyridine complex. 4,9-Dioxobisabol-7E,10-diene was obtained from dihydrocarvone acetal allyl lithium species and isopentenal via a sequence of reactions.

Key words: MONOCYCLIC SESQUITERPENE, ORGANIC SYNTHESIS, POLYENE P, ETHANEDIAMINE P, CENTAUREA SPECIES, BISABOLONE

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