Fernandes, Alessandra A. G.; Leonarczyk, Ives A.; Ferreira, Marco A. B.; Dias, Luiz Carlos published the artcile< Diastereoselectivity in the boron aldol reaction of α-alkoxy and α,β-bis-alkoxy methyl ketones>, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is diastereoselective boron aldol alkoxy Me ketone synthesis DFT.
In this work, using DFT calculations, we investigated the 1,4 and 1,5 asym. induction in boron enolate aldol reactions of α-alkoxy and α,β-bisalkoxy Me 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. Theor. calculations revealed the origins of the 1,4 asym. 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.
Organic & Biomolecular Chemistry published new progress about Aldol addition, stereoselective. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.
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