Iron-catalyzed alkenylation of Grignard reagents by enol phosphates

被引:59
作者
Cahiez, Gerard [1 ]
Gager, Olivier [1 ]
Habiak, Vanessa [1 ]
机构
[1] CNRS UCP ESCOM, UMR 8123, Lab Synth Organ Select & Chim Organomet, F-95031 Neuville Sur Oise, Cergy Pontoise, France
来源
SYNTHESIS-STUTTGART | 2008年 / 16期
关键词
cross-coupling; Grignard reactions; iron; alkenes; stereoselectivity;
D O I
10.1055/s-2008-1067194
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective preparation of trisubstituted olefins can be easily performed from an Z/E-mixture of enol phosphates by reacting only the E-isomer with a Grignard reagent in the presence of Fe(acac)(3). This procedure combines a kinetic differentiation and a stereoselective reaction. The coupling is very chemoselective in the presence of an alkyl chloride, an ester, a ketone or a nitrile.
引用
收藏
页码:2636 / 2644
页数:9
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