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Formation of a terminal conjugated diene system by the palladium catalyzed elimination reactions of allylic acetates and phenyl ethers

โœ Scribed by Jiro Tsuji; Tomio Yamakawa; Mitsumasa Kaito; Tadakatsu Mandai


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
201 KB
Volume
19
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A terminal conjugated diene system is present in certain natural products.

Also it can be converted to 2-olefin or 3-olefin by selective reduction. But there appeared few synthetic methods for this system. For example, a rapidly developing coupling reaction of vinyl halides with various vinyl metal reagents catalyzed by transition metal compounds is one acceptable method.


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We have recently reported a highly stereoand regioselective procedure for the synthesis of conjugated dienes by a Pd-catalyzed reaction of alkenylalanes with alkenyl halides2 (eq 1: MLn = AL(Bu-~)~).