Potassium Base-Promoted Diastereoselective Synthesis of 1,3-Diols from Allylic Alcohols and Aldehydes through a Tandem Allylic-Isomerization/Aldol-Tishchenko Reaction

被引:3
作者
Sai, Masahiro [1 ,2 ]
机构
[1] Gifu Univ, Fac Engn, Dept Chem & Biomol Sci, 1-1 Yanagido, Gifu 5011193, Japan
[2] Res Fdn ITSUU Lab, Takatsu Ku, C1232 Kanagawa Sci Pk,R&D Bldg, Kawasaki, Kanagawa 2130012, Japan
关键词
allylic alcohols; enolates; allylic isomerization; aldol-Tishchenko; potassium; STEREOSELECTIVE-SYNTHESIS; METAL; CRYPTOCARYOLS; OXIDATION; CATALYSTS; KETONES; ACCESS;
D O I
10.1002/asia.202101093
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This study reports the first base-promoted aldol-Tishchenko reactions of allylic alcohols with aldehydes initiated by allylic isomerization. The reaction enables the diastereoselective synthesis of a variety of 1,3-diols with three contiguous stereogenic centers. Unlike commonly reported systems, our method allows the use of readily available allylic alcohols as nucleophiles instead of enolizable aldehydes and ketones.
引用
收藏
页码:4053 / 4056
页数:4
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