Double Chiral Induction Enables a Stereoselective Carbonyl Allylation with Simple Alkenes under the Sequential Catalysis of Palladium Complex and Chiral Phosphoric Acid

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• 作者：Lu-Lu Li ; Zhong-Lin Tao ; Zhi-Yong Han ; Liu-Zhu Gong
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：19
• 期：1
• 页码：102-105
• 全文大小：407K
• ISSN：1523-7052

文摘

An enantioselective carbonyl allylation of aldehydes with simple alkenes has been achieved via a one-pot protocol consisting of a Pd-catalyzed allylic C–H borylation with bis(pinanediolato)diboron and a chiral Brønsted acid catalyzed asymmetric allylborylation, delivering homoallylic alcohols in high yields and with excellent diastereo- and enantioselectivities. The double chiral induction of chiral allylic borate and chiral phosphoric acid allows the reaction to give excellent stereoselectivities.