Palladium Pincer Complex Catalyzed Substitution of Vinyl Cyclopropanes, Vinyl Aziridines, and Allyl Acetates with Tetrahydroxydiboron. An Efficient Route to Functionalized Allylboronic Acids and Potas

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• 作者：Sara Sebelius ; Vilhelm J. Olsson ; and Ká ; lmá ; n J. Szab&oacute
• 刊名：Journal of the American Chemical Society
• 出版年：2005
• 出版时间：August 3, 2005
• 年：2005
• 卷：127
• 期：30
• 页码：10478 - 10479
• 全文大小：57K
• 年卷期：v.127,no.30(August 3, 2005)
• ISSN：1520-5126

文摘

Palladium-catalyzed boronation of vinyl cyclopropane, vinyl aziridine, and allyl acetate substrates could be accomplished using tetrahydroxydiboron reagent in the presence of SeCSe pincer complex catalyst 1a. These reactions result in allyl boronic acids, which were converted to synthetically useful trifluoro(allyl)borates or allyl boronates. The catalytic transformations proceed under mild and neutral conditions, and therefore many functionalities Br, COOEt, ArSO₂(NH), OAc, and SiRMe₂ are tolerated. The selectivity of the presented processes is very high, affording the linear products incorporating a trans double bond.