861902-93-4Relevant academic research and scientific papers
Diastereoselectivity in the boron aldol reaction of α-alkoxy and α,β-bis-alkoxy methyl ketones
Fernandes, Alessandra A. G.,Leonarczyk, Ives A.,Ferreira, Marco A. B.,Dias, Luiz Carlos
supporting information, p. 3167 - 3180 (2019/03/26)
In this work, using DFT calculations, we investigated the 1,4 and 1,5 asymmetric induction in boron enolate aldol reactions of α-alkoxy and α,β-bisalkoxy methyl ketones. We evaluated the steric influence of alkyl substituents at the α position and the stereoelectronic influence of the oxygen protecting groups at the α and β positions. Theoretical calculations revealed the origins of the 1,4 asymmetric induction in terms of the nature of the β-substituent. The synergistic effect between the α,β-syn and α,β-anti-bisalkoxy stereocenters was elucidated. In the presence of the β-alkoxy center, the reaction proceeds through the Goodman-Paton 1,5-stereoinduction model, experiencing a minor influence of the α-alkoxy center.
De novo synthesis of novel bacterial monosaccharide fusaminic acid
Wei, Ruohan,Liu, Han,Li, Xuechen
, p. 420 - 431 (2019/03/29)
Fusobacterium nucleatum is an oral bacteria related to various types of diseases. As Gram-negative bacteria, lipopolysaccharide (LPS) of Fusobacterium nucleatum could be a potential virulence factor. Recently, the structure of O-antigen in LPS of Fusobact
Concise syntheses of (+)-macrosphelides A and B: Studies on the macro-ring closure strategy
Paek, Seung-Mann,Yun, Hwayoung,Kim, Nam-Jung,Jung, Jong-Wha,Chang, Dong-Jo,Lee, Sujin,Yoo, Jakyung,Park, Hyun-Ju,Suh, Young-Ger
supporting information; experimental part, p. 554 - 561 (2009/07/25)
Highly concise syntheses of (+)-macrosphelides A and B were accomplished in this study. The key feature of our synthetic route involved the direct three-carbon homologation of the readily available Weinreb amide 6 by the addition of a trans-vinylogous est
First asymmetric synthesis of a differentially silyl-protected tris(alkynyl)methyl methyl ether
Convertino, Vito,Manini, Peter,Schweizer, W. Bernd,Diederich, Francois
, p. 1206 - 1208 (2007/10/03)
The stereoselective synthesis of the differentially silyl-protected tris(alkynyl) methyl methyl ether, the first optically active trispropargylic alcohol derivative, was investigated. The asymmetric synthesis began with enantiometrically pure ethyl lactat
Concise syntheses of (+)-macrosphelides A and B
Paek, Seung-Mann,Seo, Seung-Yong,Kim, Seok-Ho,Jung, Jong-Wha,Lee, Yong-Sil,Jung, Jae-Kyung,Suh, Young-Ger
, p. 3159 - 3162 (2007/10/03)
(Chemical Equation Presented) Unified and highly convergent total syntheses of (+)-macrosphelides A and B are described. Key features of the syntheses include (1) concise synthesis of the optically active δ-hydroxy-γ- keto α,β-unsaturated acid fragment vi
