The first regioselective α-deprotonation and functionalization of allenamides.: An application in intramolecular Pauson-Khand-type cycloadditions

被引：64

作者：

Xiong, H ^{[1
]}

Hsung, RP ^{[1
]}

Wei, LL ^{[1
]}

Berry, CR ^{[1
]}

Mulder, JA ^{[1
]}

Stockwell, B ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 18期

关键词：

D O I：

10.1021/ol000181+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first regioselective alpha-deprotonation and functionalization of electron-deficient allenamines are described here. The acidities of alpha- and gamma-allenic protons of these allenamides are readily differentiated using strong bases, thereby allowing regioselective substitutions at either the alpha- or gamma-allenic position, A specific synthetic application of the novel alpha-substituted allenamides in intramolecular Pauson-Khand-type cycloadditions is also described here.

引用

页码：2869 / 2871

页数：3

共 33 条

[21] Pronounced chemo-, regio-, and stereoselective [2+2] cycloaddition reaction of allenes toward alkenes and alkynes [J].