In summary, the Mukaiyama aldol condensation reaction is a powerful tool in organic synthesis, offering high selectivity, efficiency, and ease of purification. Its unique mechanism and application make it a valuable addition to the chemist's toolbox. 中文版 Mukaiyama羟醛缩合反应 Mukaiyama羟醛缩合反应...
Reaction Mechanism Silicon has low Lewis acidity and thus low affinity to carbonyls. The reaction proceeds through a linear transition state because a six-membered transition state cannot be formed. The formation of the syn products is generally favored. However, controlling the stereoselectivity is ...
MIKAMI K,MATSUKAWA S.Enantioselective and Diastereoselective catalysis of the Mukaiyama Aldol Reaction: Ene Mechanism in Titanium-Catalyzed Aldol Reactions of Silyl Enol Ethers. Journal of the American Chemical Society . 1993Enantioselective and Diastereoselective catalysis of the Mukaiyama Aldol Reaction: ...
The Mukaiyama reaction, a type of aldol reaction between a silyl enol ether and an aldehyde or formate, emerged as an efficient and stereoselective strategy to produce β-hydroxyketones. From: Heterogeneous Catalysis in Sustainable Synthesis, 2022 ...
In such reactions, the proposed mechanism proceeds through activation of the aldol acceptor 378 by hydrogen bonding. Sign in to download full-size image Scheme 68. TADDOL-catalyzed vinylogous Mukaiyama aldol reaction. Organocatalytic approaches using a wide variety of Brønsted acids and hydrogen-bond...
Enantioselective and Diastereoselective catalysis of the Mukaiyama Aldol Reaction: Ene Mechanism in Titanium-Catalyzed Aldol Reactions of Silyl Enol Ethers. MIKAMI K,MATSUKAWA S. Journal of the American Chemical Society . 1993Mikami K, Matsukawa S (1993) J Am Chem Soc 115:7039...
The N,N'-dioxide—Ni(II) complex has been developed for the asymmetric Mukaiyama aldol reaction between glyoxal de-rivatives and enolsilane which produced the 2-hydroxy-1,4-dicar-bonyl compounds in moderate to high yields (up to 95%) with excellent enantioselectivities (up to 95% ee). ...
The synthesis of a pyrazol analogon of porphobilinogen is described. The Mukaiyama crossed aldol reaction is the key step of our approach. The retrosynthetic analysis follows the mechanism for the biosynthesis of porphobilinogen initially proposed by ....
In the silyl Lewis acid-promoted Mukaiyama aldol reaction, the steric and electronic properties of the silyl group on the silyl Lewis acid influence the reaction mechanism and product distribution. When super silyl triflates such as (TMS)3SiOTf and (TES)3SiOTf are used as Lewis acids, the ...
Bastimolide A does not share the same structural motifs compared to other known anti-malarial active compounds; therefore, it presumably inhibits malaria via an unknown mechanism of action. Coupling this with the fact that it possesses multiple 1,5-diols, which allows for application of our ...