Development and Application of the Conceptionally New Catalytic Asymmetric Aldol Reaction

新型催化不对称羟醛反应的开发与应用

• 批准号: 08457580
• 负责人: SHIBASAKI Masakatsu
• 金额: $ 4.86万
• 依托单位: The University of Tokyo
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 1996
• 资助国家: 日本
• 起止时间: 1996 至 1997
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-08457580/
• 关键词: Aldol; Asymmetric Catalyst; Palladium; エノールシリルエーテル; パラジウム; エノールシ; 触媒的不斉合成; シリルエノールエーテル; BINAP

Developing a catalytic asymmetric aldol reaction is a formidal challenge nowadays. Chiral Lewis acid catalysts have been reported. However, this approach still has many problems in versatility and applicability. Thus, we investigated novel approach by using the chiral palladium catalyst. We have found that the aldol reaction proceeds in high yield and ee via the palladium enolate even in the presence of small amount of water. Furthermore, we have investigated and determined the catalyst structure and the reaction mechanism.

开发催化不对称羟醛反应是当今面临的严峻挑战。已有手性路易斯酸催化剂的报道。但这种方法在通用性和适用性方面仍然存在很多问题。因此，我们研究了使用手性钯催化剂的新方法。我们发现，即使在少量水存在下，醛醇缩合反应也能通过烯醇钯以高产率和高效率进行。此外，我们还研究并确定了催化剂结构和反应机理。

项目成果

M. Sodeoka: "Stable Diaqua Palladium (II) Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysis for Asymmetric Aldol Reactions" SYNLETT. Special Issue. 463-466 (1997)

M. Sodeoka：“BINAP 和 Tol-BINAP 的稳定 Diaqua 钯 (II) 配合物作为不对称羟醛反应的高效催化”SYNLETT。

M.Sodeoka: "Stable Diaqua Palladium (II) Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysts for Asymmetric Aldol Reactions" Synlett. 463-466 (1997)

M.Sodeoka：“BINAP 和 Tol-BINAP 的稳定 Diaqua 钯 (II) 配合物作为不对称羟醛反应的高效催化剂”Synlett。

M.Sodeoka: "Stable Diaqua Palladium(II)Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysts for Asymmetric Aldol Reactions" SYNLETT. Special Issue. 463-466 (1997)

M.Sodeoka：“BINAP 和 Tol-BINAP 的稳定 Diaqua 钯 (II) 配合物作为不对称羟醛反应的高效催化剂”SYNLETT。

袖岡 幹子: "Catalytic Asymmetric Aldol Reaction via Chiral Pd(II)Enolate in Wet DMF" J.Org.Chem.60. 2648-2649 (1996)

Mikiko Sodeoka：“湿 DMF 中手性 Pd(II)烯醇化物的催化不对称羟醛反应”J.Org.Chem.60 2648-2649 (1996)。

袖岡 幹子: "Stable Diaqua Palladium(II)Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysts for Asymmetric Aldol Reactions" Synlett inpress. (1997)

Mikiko Sodeoka：“BINAP 和 Tol-BINAP 的稳定 Diaqua 钯 (II) 配合物作为不对称羟醛反应的高效催化剂”Synlett inpress (1997)。