424827-88-3Relevant academic research and scientific papers
Selective monosulfonylation of internal 1,2-diols catalyzed by di-n- butyltin oxide
Martinelli, Michael J.,Vaidyanathan, Rajappa,Van Khau, Vien
, p. 3773 - 3776 (2000)
The reaction of internal 1,2-diols with catalytic n-Bu2SnO, p-TsCl (1.05 equiv.) and Et3N (1.1 equiv.) led to selective monotosylation. In the case of cyclic substrates, the cis-1,2-diol moiety appeared best suited for optimal results, supporting the intermediacy of a five-membered chelate. (C) 2000 Elsevier Science Ltd.
Applications of Biotransformations in Organic Synthesis: Preparation of Enantiomerically Pure Esters of cis- and trans-Epoxysuccinic Acid
Crout, David H. G.,Gaudet, S. B.,Hallinan, Keith O.
, p. 805 - 812 (2007/10/02)
Chemical and enzymatic procedures have been investigated for the resolution of esters of trans-epoxysuccinic acid (trans-oxirane-2,3-dicarboxylic acid).A successful resolution was achieved by transesterification of the diethyl ester against heptanol catalysed by the lipase from Rhizopus javanicus.Asymmetrization of cis-epoxysuccinic acid was achieved by enantioselective and regiospecific hydrolysis of the racemic diethyl ester of 2-(toluene-p-sulfonyloxy)tartaric acid , followed by esterification with 2-methylpropanol and oxirane formation.
