Synthesis of 2,6-dideoxysugars via ring-closing olefinic metathesis |
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| Authors: | Andreana Peter R McLellan Jason S Chen Yongchen Wang Peng George |
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| Institution: | Department of Chemistry, Wayne State University, Detroit, Michigan, USA. |
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| Abstract: | formula: see text] Grubbs' RuCl2 (=CHPh)(PCy3)2 (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products. |
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