Retention of Regiochemistry and Chirality in the Ruthenium Catalyzed Allylic Alkylation of Disubstituted Allylic Esters

被引：31

作者：

Kawatsura, Motoi ^{[1
]}

Sato, Michinobu ^{[1
]}

Tsuji, Hiroaki ^{[1
]}

Ata, Fumio ^{[1
]}

Itoh, Toshiyuki ^{[1
]}

机构：

[1] Tottori Univ, Dept Chem & Biotechnol, Grad Sch Engn, Tottori 6808552, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 13期

关键词：

KINETIC RESOLUTION; PALLADIUM; SUBSTITUTION; COMPLEXES; RHODIUM; ALLYLATION; PD; CARBONUCLEOPHILES; CONFIGURATION;

D O I：

10.1021/jo2007169

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regiospecific nucleophilic substitution during the ruthenium catalyzed allylic alkylation of 1,3-unsymmetrical disubstituted allylic esters was demonstrated. The nucleophile was selectively introduced at the position originally substituted with leaving group in the 2-DPPBA or ip-pybox ligated [RuCl2(p-cymene)](2) catalyzed allylic alkylation of 1,3-unsymmetrical disubstituted allylic esters. The chirality of the optically active allylic esters was also transferred to the alkylated products.

引用

页码：5485 / 5488

页数：4

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