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.
引用
收藏
页码：5102 / 5105
页数：4
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