Journal
ORGANIC LETTERS
Volume 8, Issue 8, Pages 1605-1608Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol060254a
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Funding
- NIGMS NIH HHS [R01 GM063150-04, R01 GM063150-03, R01 GM063150-05, GM63150, R01 GM063150-02, R01 GM063150, R01 GM063150-01A1] Funding Source: Medline
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The enantioselective synthesis of the C-4' acylated 1,4-alpha,alpha-manno,manno-disaccharide fragment of mannopeptimycin-E has been achieved in seven steps from D-tyrosine. The route relies upon diastereoselective palladium-catalyzed glycosylation, diastereoselective reduction, and diastereoselective bis-dihydroxylation. The efficiency of the synthesis is demonstrated by the high overall yield (37%) and the preparation of various analogues.
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