Synthesis of 2, 5, 5-Trimethylhepta-2, 6-Dien-4-One (Artemisia Ketone) I. Using a Rearrangement of an Intermediate Sulfonium Ylide

Synthesis of 2, 5, 5-Trimethylhepta-2, 6-Dien-4-One (Artemisia Ketone) I. Using a Rearrangement of an Intermediate Sulfonium Ylide
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2, 5, 5-Trimethylhepta-2, 6-Dien-4-One(蒿酮)的合成 I. 使用中间体锍叶立德的重排

DOI:
10.1080/00397917709410062
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发表时间:
1977
影响因子:
2.1
通讯作者:
S. Julia
S. Julia
中科院分区:
化学4区
文献类型:
--
作者:
D. Michelot;G. Linstrumelle;S. Julia

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青蒿酮是一种天然存在的单萜,具有两个异戊二烯单位典型的1,3键。具有这种骨架的醇类、胺类和硫化物的合成是通过适当的酰基和碳的(2,3)异位重组来实现的。由于异丙硫醚5可能是青蒿酮的前体,我们研究了-5是通过偶联两个类异戊二烯基团1和2形成的
Artemisia ketone is a naturally occurring monoterpene having the typical, l, 3 bonding of two isoprene units. The synthesis of alcohols 2, amines and sulfides having this skeleton has been effected by (2, 3) sigmatropic reorrongements of appropriate ylides and carbanions. As the allenic thioether 5 could be a precursor of artemisia ketone, we have investigated-5 by the coupling of the two isoprenoid moieties 1 and 2 the formation of