Synthesis of multi-substituted dihydrofurans via palladium-catalysed coupling between 2,3-alkadienols and pronucleophiles

被引：12
|
作者：
Tsukamoto, Hirokazu [1 ]
Ito, Kazuya [1 ]
Doi, Takayuki [1 ]
机构：
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Aramaki Aza Aoba 6-3, Sendai, Miyagi 9808578, Japan
来源：
CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 40期
关键词：
CHALLENGING LEAVING GROUPS; ALLYLIC ALCOHOLS; ARYLBORONIC ACIDS; INTRAMOLECULAR HYDROCARBONATION; 4,5-DIHYDROFURAN DERIVATIVES; DEHYDRATIVE ALLYLATION; ALKENYLBORONIC ACIDS; ASYMMETRIC AMINATION; ALLENIC ALCOHOLS; BORONIC ACIDS;
D O I：
10.1039/c8cc02589d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Multi-substituted dihydrofurans were obtained from a palladium-catalysed coupling reaction between 2,3-alkadienols and ketones bearing an electron-withdrawing group at the alpha-position. Methanol as a solvent was essential for the initial dehydrative substitution to suppress the competitive hydroalkylation of the diene moiety. The substitution would be followed by intramolecular hydroalkoxylation under the same catalysis.
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页码：5102 / 5105
页数：4
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