Catalytic asymmetric synthesis of 2,3,3,3-tetrafluoro-2-methyl-1-arylpropan-1-amines as useful building blocks for SAR-studies

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• 作者：Lennart Brewitz ; Naoya Kumagai ; ^{nkumagai@bikaken.or.jp} ; Masakatsu Shibasaki ; ^{mshibasa@bikaken.or.jp}
• 关键词：Fluorinated α-isopropylbenzylamines ; Chiral 2 ; 3 ; 3 ; 3-tetrafluoro-2-methyl-1-arylpropan-1-amines ; Trifluoromethyl ; Fluorine gauche effect ; Structure-activity relationship ; Cooperative catalysis
• 刊名：Journal of Fluorine Chemistry
• 出版年：2017
• 出版时间：February 2017
• 年：2017
• 卷：194
• 期：Complete
• 页码：1-7
• 全文大小：510 K
• 卷排序：194

文摘

Chiral fluorinated α-isopropylbenzylamines were synthesized using a direct catalytic asymmetric Mannich-type reaction. The novel fluorinated compounds were incorporated in known bioactive molecules to demonstrate their utility for SAR-studies. Conformational analysis (NMR, X-ray) of the fluorinated bioactive molecules revealed a fluorine gauche effect.