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Enantiospecific syntheses of cyclophellitol and its analogues from (-)-quinic acid.January 1993 (has links)
by Vincent Wing-Fai Tai. / Thesis (M.Phil.)--Chinese University of Hong Kong, 1993. / Includes bibliographical references (leaves 79-83). / Acknowledgements --- p.i / Contents --- p.ii / Abstract --- p.iii / Abbreviations --- p.iv / Chapter I --- Introduction / Chapter I-1 --- General Background --- p.1 / Chapter I-2 --- Review on Epoxycyclohexanes --- p.2 / Chapter I-3 --- Mechanistic Aspect of Glycosidase Inhibitors --- p.5 / Chapter I-4 --- Previous Synthesis of cyclophellitol and its diastereoisomers 1-4 --- p.12 / Chapter II --- Results and Discussion / Chapter II-l --- General Strategy --- p.19 / Chapter II-2 --- Synthesis of the diol 57 --- p.21 / Chapter II-3 --- Synthesis of the allylic alcohol 54 --- p.25 / Chapter II-4 --- "Synthesis of Cyclophellitol 1 and its (lR,6S)-diastereoisomer 2" --- p.29 / Chapter II-5 --- "Synthesis of the (2S)- and (lR,2S,6S)-diasteroeisomers 3 and 4" --- p.34 / Chapter II-6 --- Comments on the MCPBA Epoxidation --- p.37 / Chapter II-7 --- Synthesis of the Epoxy Analogues of Cyclophellitol 104 and 105. --- p.40 / Chapter II-8 --- Results of biological assays --- p.43 / Chapter III --- Conclusion --- p.48 / Chapter IV --- Experimental --- p.50 / Chapter V --- References --- p.79 / Chapter VI --- Spectra --- p.84
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