Organocatalytic Asymmetric Benzylation and Aldol-Hemiacetalization of α,β-Unsaturated Trifluoromethyl Ketones: Efficient Enantioselective Construction of 3,4-Dihydroisocoumarins

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• 作者：Dr. Jindian Duan ; Yuyu Cheng ; Jing Cheng ; Rou Li and Prof. Dr. Pengfei Li
• 刊名：Chemistry - A European Journal
• 出版年：2017
• 出版时间：January 12, 2017
• 年：2017
• 卷：23
• 期：3
• 页码：519-523
• 全文大小：1012K
• ISSN：1521-3765

文摘

A new method has been developed for the organocatalytic enantioselective benzylation and aldol-hemiacetalization of α,β-unsaturated trifluoromethyl ketones with toluene derivatives in the presence of a tertiary amine-thiourea catalyst. This method represents a facile and efficient strategy for the asymmetric synthesis of optically active 3,4-dihydroisocoumarins bearing a trifluoromethylated tetrasubstituted carbon stereocenter with high enantioselectivity. Notably, this strategy was used to synthesize several chiral trifluoromethylated analogues of typharin with high efficiency.