Ozonolytic transformations of (
<i>R</i>
)‐(−)‐carvon in the presence of pyridine
作者:Yuliya V. Myasoedova、Liliya R. Garifullina、Evelina R. Belyaeva、Gumer Yu Ishmuratov
DOI:10.1002/jccs.202200035
日期:2022.4
Ozonolytic transformations of (R)-(−)-carvone in aprotic (CH2Cl2) and proton-donor (MeOH) solvents in the presence of pyridine were carried out. A low conversion of the starting diene was noted when carrying out controlled ozonolysis by treatment with equivalent of О3. A mixture of 3-acetyl-5-methoxy-5-oxopentanoic acid and methyl 4-oxo-3-(2-oxoethyl)pentanoate in MeOH and 5-acetyl-2-methylcyclohex-2-en-1-one
在吡啶存在下,在非质子 (CH 2 Cl 2 ) 和质子供体 (MeOH) 溶剂中进行( R )-(-)-香芹酮的臭氧分解转化。当通过用当量的О 3处理进行受控臭氧分解时,注意到起始二烯的低转化率。甲醇中的 3-乙酰基-5-甲氧基-5-氧代戊酸和 4-氧代-3-(2-氧代乙基)戊酸甲酯和 CH 2中的 5-乙酰基-2-甲基环己-2-en-1-one 的混合物形成Cl 2。( R )-(-)-香芹酮在 CH 2 Cl 2中的彻底臭氧分解在吡啶存在下生成 3-乙酰基戊二酸。3-乙酰基戊二酸的单甲醚及其环化产物——2,8-二氧代-1-甲基双环[3.3.0]辛烷-3,7-二酮在MeOH/Py中通过臭氧过量处理形成。