Shiina esterification is an organic chemical reaction that synthesizes carboxylic esters from nearly equal amounts of carboxylic acids and alcohols by using aromatic carboxylic acid anhydrides as dehydration condensation agents. In 1994, Prof. Isamu Shiina (Tokyo University of Science, Japan) reported an acidic coupling method using Lewis acid,[1][2] and, in 2002, a basic esterification using nucleophilic catalyst.[3][4]
^Shiina, I.; Miyoshi, S.; Miyashita, M.; Mukaiyama, T. (1994). "A Useful Method for the Preparation of Carboxylic Esters from Free Carboxylic Acids and Alcohols". Chem. Lett.23 (3): 515–518. doi:10.1246/cl.1994.515.
^Shiina, I. (2004). "An Effective Method for the Synthesis of Carboxylic Esters and Lactones Using Substituted Benzoic Anhydrides with Lewis Acid Catalysts". Tetrahedron. 60 (7): 1587–1599. doi:10.1016/j.tet.2003.12.013.
^Shiina, I.; Ibuka, R.; Kubota, M. (2002). "A New Condensation Reaction for the Synthesis of Carboxylic Esters from Nearly Equimolar Amounts of Carboxylic Acids and Alcohols Using 2-Methyl-6-nitrobenzoic Anhydride". Chem. Lett.31 (3): 286. doi:10.1246/cl.2002.286.
^Shiina, I.; Kubota, M.; Oshiumi, H.; Hashizume, M. (2004). "An Effective Use of Benzoic Anhydride and Its Derivatives for the Synthesis of Carboxylic Esters and Lactones: A Powerful and Convenient Mixed Anhydride Method Promoted by Basic Catalysts". J. Org. Chem.69 (6): 1822–1830. doi:10.1021/jo030367x. PMID 15058924.
and 9 Related for: Shiina esterification information
Shiinaesterification is an organic chemical reaction that synthesizes carboxylic esters from nearly equal amounts of carboxylic acids and alcohols by...
particular, the dehydration condensation reaction using MNBA (Shiinaesterification and Shiina macrolactonization) is suitable for synthesis of unstable molecules...
aminohydroxylation Shenck ene reaction Shi epoxidation ShiinaesterificationShiina macrolactonization or Shiina lactonization Sigmatropic reaction Simmons–Smith...
professor Isamu Shiina, professor, discoverer of 2-Methyl-6-nitrobenzoic anhydride, Shiina macrolactonization and Shiinaesterification Yasuhiko Kojima...
an adjacent carboxylic acid. Specific methods include Yamaguchi esterification, Shiina macrolactonization, Corey-Nicolaou macrolactonization, Baeyer–Villiger...
steps (scheme 8) the amide tail 62 was added to ABCD ring 52 in an esterification catalysed by o,o'-di(2-pyridyl) thiocarbonate (DPTC) and DMAP forming...
4-dimethylaminopyridine, and triethylamine as a base to promote intramolecular esterification. The means by which bacteria construct enediynes like kedarcidin continues...
can just use water as the solvent. Ln(OTf)3 catalysts are used for esterifications. La(OTf)3 catalysts have been used for Diels-Alder, aldol, and allylation...
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