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Direct copper(I) iodide dimethyl sulfide catalyzed conjugate addition of alkenyl groups from vinylzirconocene reagents.
Organic Letters ( IF 4.9 ) Pub Date : 2004 Jan 8 , DOI: 10.1021/ol036141y
Amer El-Batta 1 , Taleb R. Hage 1 , Steve Plotkin 1 , Mikael Bergdahl 1
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[reaction: see text] CuI.0.75DMS complex is an excellent catalyst for the direct conjugate addition of alkenyl groups from vinylzirconocene reagents to alpha,beta-unsaturated aldehydes and ketones. The presence of the catalyst with an alkenylzirconocene, at +40 degrees C in THF, circumvents the need for making discrete alkenylcopper reagents. The catalyst is superior in terms of product yields and alkene flexibility in comparison to other copper(I) sources as well as the nickel(II)-catalyzed conjugate addition. This simple one-pot procedure shows that only 1 equiv of the vinylzirconocene is needed.

中文翻译:

直接从乙烯基锆茂试剂中碘化铜(I)碘化二甲基硫醚催化共轭加成烯基。

[反应:见正文] CuI.0.75DMS络合物是将乙烯基锆茂试剂中的烯基直接共轭加成至α,β-不饱和醛和酮的极佳催化剂。在THF中,在+ 40℃下,具有烯基锆茂的催化剂的存在避免了制备离散的烯基铜试剂的需要。与其他铜(I)源以及镍(II)催化的共轭物加成相比,该催化剂在产物收率和烯烃柔韧性方面具有优势。这个简单的一锅法显示仅需要1当量的乙烯基锆茂。
更新日期:2017-01-31
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