Cleavage of esters under nearly neutral conditions at high pressure. Chemo-and regioselective hydrolysis in organic solvents
Y Yamamoto, T Furuta, J Matsuo…
Index: Yamamoto, Yoshinori; Furuta, Toshiaki; Matsuo, Jiro; Kurata, Tetsuro Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5737 - 5738
Full Text: HTML
Citation Number: 30
Abstract
Summary: Hydrolysis of esters proceeded at room temperature under high pressures in the presence of iPr2NEt or N-methylmorpholine using CH3CN-H20 (601) as the solvent. This very mild procedure enables the smooth hydrolysis of biologically important compounds such as amino esters, aliphatic unsaturated fatty esters, and B-hydroxy esters; no racemization, no isomerization, and no side reactions take place.
Related Articles:
Conversion of carbonimidodithioates to carbamates
[Anbazhagan, Mariappan; Reddy, T. Indrasena; Rajappa, Srinivasachari Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 11 p. 1623 - 1627]
Phenylhydrazide as an enzyme-labile protecting group in peptide synthesis
[Voelkert, Martin; Koul, Surrinder; Mueller, Gernot H.; Lehnig, Manfred; Waldmann, Herbert Journal of Organic Chemistry, 2002 , vol. 67, # 20 p. 6902 - 6910]
Deprotection of t-butyl esters of amino acid derivatives by nitric acid in dichloromethane
[Strazzolini, Paolo; Scuccato, Massimo; Giumanini, Angelo G. Tetrahedron, 2000 , vol. 56, # 22 p. 3625 - 3633]
[Miyazawa, Toshifumi; Tanaka, Kayoko; Ensatsu, Eiichi; Yanagihara, Ryoji; Yamada, Takashi Tetrahedron Letters, 1998 , vol. 39, # 9 p. 997 - 1000]
[Miyazawa, Toshifumi; Tanaka, Kayoko; Ensatsu, Eiichi; Yanagihara, Ryoji; Yamada, Takashi Tetrahedron Letters, 1998 , vol. 39, # 9 p. 997 - 1000]