Silver-Assisted, Iridium-Catalyzed Allylation of Bis[(pinacolato)boryl]methane Allows the Synthesis of Enantioenriched Homoallylic Organoboronic Esters

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• 作者：Miao Zhan ; Ren-Zhe Li ; Ze-Dong Mou ; Chao-Guo Cao ; Jie Liu ; Yuan-Wei Chen ; Dawen Niu
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：May 6, 2016
• 年：2016
• 卷：6
• 期：5
• 页码：3381-3386
• 全文大小：578K
• 年卷期：0
• ISSN：2155-5435

文摘

Described here is an enantioselective approach of making chiral, β-substituted homoallylic organoboronic esters. In the presence of LiO^tBu and a catalytic amount of silver salt, commercial bis[(pinacolato)boryl]methane participated in the iridium-catalyzed asymmetric allylation reactions, delivered a “CH₂B(pin)” group, and yielded the title compounds from allylic carbonates. The synthetic utility of the prepared chiral organoboronates was demonstrated by their conversion to other important classes of compounds.