基与未激活的电的催化不对称的巴比尔反应
Hanyu Xia1, Xingni Jiang1, Di Lin1
1Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science & Technology, 130 Meilong Road, Shanghai 200237, China.
这项研究引入了一种新的催化巴比尔类反应,用于从和化物中制造复杂的性三级酒精. 这种高效的方法可以合成具有挑战性的四位置换立体中心,包括Sofdra药物.
科学领域:
- 有机化学
- 催化剂
- 不对称的合成
背景情况:
- 巴比埃反应是碳-碳键形成的关键方法,但其对的催化不对称变体仍然不发达.
- 构建四位置换的立体中心,特别是性三级醇,在合成上具有挑战性.
- 在巴比尔类反应中未激活的电的使用尚未得到充分研究.
研究的目的:
- 开发光还原辅助催化不对称的巴比尔类类添加物.
- 通过使用多种电友来构建高度拥挤的四替代碳中心.
- 提供一个有效的途径,以增强三级酒精,包括药物合成.
主要方法:
- 氧催化与催化相结合.
- 使用和化或氧化还原活性的不对称化剂巴比尔类添加物.
- 使用一种新的比索索林素 (NPN) 连接剂,以获得高反选择性.
主要成果:
- 已成功建造了高度拥挤的四替代碳中心.
- 广泛的基板范围包括初级,二级和三级类电友.
- 在不对称的还原添加过程中获得的高选择性.
- 用于合成FDA批准的Sofdra的核心结构.
结论:
- 开发的协议为不对称的巴比尔类反应提供了一种高效和多功能方法.
- 这种方法克服了合成性三级酒精和替代立体中心的局限性.
- 在这种转化中,NPN配体对于实现高反选择性至关重要.
更多相关视频
相关概念视频
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...
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is activated by...
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...
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction


