使用轴性性双功能氨基醇催化剂直接不对称的化的化
Taichi Kano1, Mitsuhiro Ueda, Keiji Maruoka
1Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
一种新型的催化剂可使化物直接不对称的化,产生光学活性的α-化物. 这一突破为这些有价值的化合物提供了一种罕见的,高度酶选择性的合成途径.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
背景情况:
- 阿尔法-甲是有价值的合成中间体.
- 它们的合成的催化式enantioselective方法很少.
研究的目的:
- 开发一种直接的催化不对称的化的化.
- 为了合成具有高反选择性的光学活性α-甲.
主要方法:
- 使用N-iodosuccinimide (NIS) 直接不对称的化.
- 通过一种新型轴性性双功能氨基醇的催化, (S) - 1d.
主要成果:
- 成功的催化和高度选择性合成阿尔法-醇化物.
- 展示了一种罕见的直接不对称的化途径.
结论:
- 新型氨基酒精 (S) - 1d有效催化阿尔代的不对称化.
- 这种方法提供了一条高效的途径,以致能丰富的alpha-iodoaldehydes.
更多相关视频
09:14Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
相关概念视频
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
α-Alkylation of Ketones via Enolate Ions
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
Conversion of Alcohols to Alkyl Halides
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
