α-Selective Allylation of Azo Compounds Using Allylic Barium Reagents

被引：12

作者：

Yanagisawa, Akira ^{[1
]}

Jitsukawa, Takuya ^{[1
]}

Yoshida, Kazuhiro ^{[1
]}

机构：

[1] Chiba Univ, Dept Chem, Grad Sch Sci, Inage Ku, Chiba 2638522, Japan

来源：

SYNLETT | 2013年 / 24卷 / 05期

关键词：

allylation; allylic amines; azo compounds; barium; hydrazine; BARBIER-TYPE ALKYLATION; CARBONYL-COMPOUNDS; ORGANOMETALLIC REAGENTS; METALLIC STRONTIUM; HALIDES; ALLYLBARIUM;

D O I：

10.1055/s-0032-1318306

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of allylic barium reagents to azo compounds was achieved with high alpha-regioselectivity. The double-bond geometry of allylic barium reagents was retained throughout the reaction at -78 degrees C and E- or Z-enriched allylic hydrazines were selectively obtained from the corresponding allylic barium reagents. An allylic hydrazine was efficiently converted into an allylic amine by reductive N-N bond cleavage.

引用

页码：635 / 639

页数：5

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