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《Acta Chimica Sinica》 1993-06
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A New Chiral Source Optically Pure 5-(1-MenthyIoxy-3, 4-dichloro-2 (5H) -furanone, Its Synthesis and Structure

Chen, Qing-Hua~* Geng, Zhe (Department of Chemistry, Beijing Normal University, Beijing, 100875)  
We devised a new synthetic route to optically pure 4b based on tautomerization of the open chain to cyclic structure of mucochloric acid as well as etherification of 4-hydroxy-3, 4-dichlorobutenolide with (-)-menthol and the crystallizationinduced epimerization of γ-menthyloxy-dichlorobutenolide. 4b was identified on the basis of its elemental analytical and spectral data. The absolute configuration at the acetal carbon 5-C of 4b was proven to be S by means of a X-ray structure analysis of its tandem Michael addition-elimination reaction product with pyrrolidine.
【Fund】: 国家自然科学基金
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【References】
Chinese Journal Full-text Database 5 Hits
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【Co-references】
Chinese Journal Full-text Database 10 Hits
1 Huang Min Chen Qinghua (Department of Chemistry, Beijing Normal University, 100875, Beijing, China);STUDIES ON TANDEM ASYMMETRIC DOUBLE MICHAEL ADDTION AND INTERNAL NUCLEOPHILIC SUBSTITUTION[J];JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE);2000-01
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Chinese Journal Full-text Database 10 Hits
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