1,6-Remote Asymmetric Induction in ε-Substituted α, γ-dienones

ε-取代的 α, γ-二烯酮中的 1,6-远程不对称诱导

• 批准号: 11640553
• 负责人: SATO Tsuneo
• 金额: $ 1.73万
• 依托单位: Kurashiki University of Science and the Arts
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1999
• 资助国家: 日本
• 起止时间: 1999 至 2000
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-11640553/
• 关键词: remore asymmetric induction; substituent effect; ε-substituted-α, γ-dienone; reduction; alkylation; ε-置換α、γ-ジエノン

1. (4E,6E)-2,2,9,9-Tetramethyl-4,6-decadien-3-ones having five kinds of heteroatom-substituents at 8 position were synthesized in multiple steps and their 1,6-remote asymmetric reductions were examined with a series of reducing agents at -78 ℃.2. The structures of ε-substituted α, γ-dienones described above in solution at room temperature were examined by means of IR (CCl_4) and ^1H NMR (CDCl_3).3. No 1,6-remote asymmetric inductions were observed in the reactions of (2E,4E)-7,7-dimethyl-6-phenylthio-2,4-octadienal with t-butyl organometallic reagents.

1. (4E通过多步反应合成了8位上具有5种杂原子取代基的（1，6-二甲基-2，2，9，9-四甲基-4，6-癸二烯-3-酮），并在-78 ℃下用一系列还原剂对其进行了1，6-远位不对称还原.上述ε-取代的α，γ-二烯酮在室温下的溶液中的结构用IR（CCl_4）和^1H NMR（CDCl_3）进行了研究.在（2 E，4 E）-7，7-二甲基-6-苯硫基-2，4-辛二烯醛与叔丁基有机金属试剂的反应中，没有观察到1，6-遥不对称诱导。