Oxidative Conversion of Silyl Enol Ethers to α,β-Unsaturated Ketones Employing Oxoammonium Salts

被引:48
|
作者
Hayashi, Masaki [2 ]
Shibuya, Masatoshi [1 ]
Iwabuchi, Yoshiharu [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
[2] Daiichi Sankyo Co, Proc Technol Res Labs, Hiratsuka, Kanagawa 2540014, Japan
基金
日本学术振兴会;
关键词
TERTIARY ALLYLIC ALCOHOLS; HIGHLY-ACTIVE ORGANOCATALYST; ALKYNYL GRIGNARD-REAGENTS; ARYLBORONIC ACIDS; ALPHA-OXYAMINATION; TEMPO; ALDEHYDES; EFFICIENT; REARRANGEMENT; CHEMISTRY;
D O I
10.1021/ol2029417
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative conversion of silyl enol ethers to alpha,beta-unsaturated ketones using a less-hindered class of oxoammonium salts (AZADO(+)BF(4)(-)) is described. The reaction proceeds via the ene-like addition of oxoammonium salts to silyl enol ethers.
引用
收藏
页码:154 / 157
页数:4
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