Asymmetric aldol reactions using (4R-trans)-2-(1-methyl-ethenyl)-1, 3, 2-dioxaborolane-4, 5-dicarboxylic acid, bis-ethyl ester, a chiral precursor of the acetone enolate

…, E Tagliavini, C Trombini, A Umani-Ronchi

文献索引：Boldrini, Gian Paolo; Lodi, Luisa; Tagliavini, Emilio; Trombini, Claudio; Umani-Ronchi, Achille Journal of Organometallic Chemistry, 1987 , vol. 336, p. 23 - 28

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被引用次数: 19

摘要

Abstract (4R-trans)-2-(1-Methylethenyl)-1, 3, 2-dioxaborolane-4, 5-dicarboxylic acid, bis- ethyl ester upon oxidation with trimethylamine oxide gives a chiral enol borate that condenses with aldehydes to give optically active 4-hydroxy-2-alkanones in 55-77% yield and 41-65% ee