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For the chemical synthesis of oxazolines/thiazolines, there are two methodoligies: one is the retentive cyclization of N-(β-hydroxyethyl) amides/ N-(β-mercaptoethyl)amides (biomimetic synthesis) at the β-position, the other is its invertive cyclization. (Chemical Equation Presented)
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22
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19544370614
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Corey et al. reported the dehydrative cyclization of a threonine derivative using TsOH as a catalyst (ref 7). Dehydrative cyclization of 4b using TsOH gave 5b in 48% yield along with 6b in 50% yield, probably due to its strong acidity.
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23
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4, which was mainly because the molybdenum oxide is a nearly neutral compound.
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