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Synlett 1993; 1993(4): 241-245
DOI: 10.1055/s-1993-22419
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α-Amino-β-hydroxy Acids in the Total Synthesis of Amino Sugars

Adam Gołębiowski* , Janusz Jurczak
  • *Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warszawa, Poland
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Publication Date:
19 March 2002 (online)

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The use of suitably protected serine- and threonine-derived aldehydes as chirons offers many new possibilities in stereocontrolled synthesis of amino sugars. The application of these chirons to various reactions such as metalloorganic addition, [4+2] cycloaddition, and cyclocondensation enabled the development of a unique methodology for highly controlled formation of new chiral centers. For illustration of this methodology, a survey of total synthesis of selected, naturally occurring amino sugars is presented. 1. Introduction 2. Developed Methodology: Scope and Limitations 3. Practical Tests of the Developed Methodology: Total Syntheses of Selected Amino Sugars 4. Conclusion

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