Catalytic In-Situ Generation of Trifluoroacetaldehyde from Its Hemiacetal and Successive Direct Aldol Reaction with Ketones

机译：从其半缩醛催化原位生成三氟乙醛和与酮的连续直接羟醛反应

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Trifluoroacetaldehyde ethyl hemiacetal reacted with unmodified ketones in the presence of 30 to 50 each mol% of amines and acids at ambient temperature, affording the corresponding β-hydroxy-β-trifluoromethylated ketones in good yields with good to excellent diastereoselectivities. Furthermore, L-proline-catalyzed asymmetric direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with unmodified ketones also proceeded smoothly to produce the corresponding β-hydroxy-β-trifiuoromethylated ketones with good to excellent diastereo- and enantio-selectivities.

机译：三氟乙醛乙基半缩醛在环境温度下在30至50摩尔％的胺和酸存在下与未改性的酮反应，以高收率提供相应的β-羟基-β-三氟甲基化的酮，具有良好或优异的非对映选择性。此外，L-脯氨酸催化的三氟乙醛乙基半缩醛与未改性的酮的不对称直接羟醛反应也进行得很顺利，以生产相应的具有良好或非对映选择性和对映选择性的β-羟基-β-三氟甲基化酮。

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《Current fluoroorganic chemistry : New synthetic directions, technologies, materials, and biological applications》|2005年|141-154|共14页
会议地点 Washington DC(US);Washington DC(US)
作者
Kazumasa Funabiki; rnMasaki Matsui;
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作者单位

Department of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1, Yanagido, Gifu 501-1193, Japan;

rnDepartment of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1, Yanagido, Gifu 501-1193, Japan;

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正文语种 eng
中图分类氟及其化合物;
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入库时间 2022-08-26 14:19:54

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1. Organocatalytic asymmetric direct aldol reactions of trifluoroacetaldehyde ethyl hemiacetal with aromatic methyl ketones [J] . Funabiki K., Itoh Y., Kubota Y., The Journal of Organic Chemistry . 2011,第9期

机译：三氟乙醛乙基半缩醛与芳族甲基酮的有机催化不对称直接羟醛反应
2. Pyrrolidine as an efficient organocatalyst for direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with ketones [J] . Zhang FL, Peng YY, Liao SH, Tetrahedron . 2007,第22期

机译：吡咯烷作为三氟乙醛乙基半缩醛与酮直接羟醛反应的有效有机催化剂
3. Pyrrolidine as an efficient organocatalyst for direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with ketones [J] . Zhang FL, Peng YY, Liao SH, Tetrahedron . 2007,第22期

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4. Direct Generation of Ti-enolate of alpha-CF_3 Ketone: Theoretical Study,and High Yielding and Diastereoselective Aldol Reaction [C] . Yoshimitsu Itoh, Masahiro Yamanaka, Koichi Mikami Symposium on Organometallic Chemistry . 2004

机译：直接产生α-CF_3酮的Ti-enolate：理论研究，以及高产和非对映选择性醛醇反应
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机译：I.甲硅烷基乙醛酸酯的催化氧化还原引发的乙醇酸酯醛醇加成物。二。通过双重Reformatsky反应从甲硅烷基乙醛酸酯和酮进行非对映选择性从头合成五取代的γ-丁内酯。三，全合成杜鹃花素B的研究进展
6. Direct Catalytic Enantio- and Diastereoselective Ketone Aldol Reactions of Isocyanoacetates [O] . Dr. Raquel delaCampa, Dr. Irene Ortín, Prof.Dr. Darren J Dixon -1

机译：异氰基乙酸酯的直接催化对映和非对映选择性酮醛羟醛反应
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机译：异氰酸酯的直接催化enaNIO-和非对映选择酮醛醇反应

Catalytic In-Situ Generation of Trifluoroacetaldehyde from Its Hemiacetal and Successive Direct Aldol Reaction with Ketones

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