The Synthesis and Photo Reaction of 7,11-Dimethyl-1,6,10-dodecatrien-3-one

The Synthesis and Photo Reaction of 7,11-Dimethyl-1,6,10-dodecatrien-3-one
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7,11-二甲基-1,6,10-十二碳三烯-3-酮的合成及光反应

DOI:
10.1246/bcsj.44.3437
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发表时间:
1971
期刊:
影响因子:
--
通讯作者:
Y. Kitahara
Y. Kitahara
中科院分区:
--
文献类型:
--
作者:
Tadahiro Kato;H. Maeda;Mitsuaki Tsunakawa;Y. Kitahara

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为了构建品烯骨架(I),以溴化香叶基(IV)为原料,经与乙烯基溴化镁的格氏反应和氧化反应,合成了一种合成佛手萝卜素(III)的中间体--乙烯基酮(II)。II在无水乙醚中的辐射生成了一种出乎意料的低产率的酮醚(X);它的表征方法是氢交换反应和物理方法。从II的光反应混合物中未分离到除X以外的其他产物。
For the purpose of constructing a pinene skeleton (I), a promising intermediate for the synthesis of bergamotenes (III), the vinyl ketone (II), was synthesized from geranyl bromide (IV) by the application of Meyer’s method, followed by a Grignard reaction with vinylmagnesium bromide and subsequent oxidation. The irradiation of II in absolute ether afforded an unexpected keto ether (X) in a low yield; it was characterized by means of a deuterium-exchange reaction and physical methods. No other product except X was isolated from the photoreaction mixture of II.