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[摘要]:(R)-[(2-Oxo-4-thiazolidinyl)methyl]triphenylphosphonium iodide (1), readily prepared in five steps from L-cysteine ethyl ester (39% overall on a 500 g scale), is a useful Wittig reagent for the synthesis of cysteine-derived alkenes such as those found in dipeptide isosteres and peptidomimetics. Preparation of 1 and its use in Wittig olefination reactions with aldehydes is described. The resulting thiazolidinone compounds are readily unmasked to provide the corresponding thiol, symmetrical disulfide, or S-trityl derivatives. |
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