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• W2013131707 abstract "Enantiomerically pure 2-alkyl-3-acetoxy-4-iodopyrrolidines with all groups cis, and all adjacent groups trans (10 and 17), important precursors for the synthesis of pyrrolidinediols, have been prepared from d-tyrosine through regio- and diastereoselective reduction of a vinyl ketone and subsequent iodoamidation controlled by minimization of nonbonding steric interactions. Highly stereodivergent Woodward−Prevost methodology, applied to both iodopyrrolidines, yielded enantiomerically pure (2R,3R,4R)-, (2R,3R,4S)-, and (2R,3S,4R)-deacetylanisomycin (3, 4, and 5), each in excellent de. Incorporation of differential protection of the hydroxyl groups led to a one-pot synthesis of (2R,3R,4R)-anisomycin 2." @default.
• W2013131707 created "2016-06-24" @default.
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• W2013131707 date "2005-04-16" @default.
• W2013131707 modified "2023-10-16" @default.
• W2013131707 title "Stereodivergent Syntheses of Anisomycin Derivatives from <scp>d</scp>-Tyrosine" @default.
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• W2013131707 doi "https://doi.org/10.1021/jo050079w" @default.
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