Abstract
The preparation of b-phenyl- and b-(4-chlorophenyl)-g-butyrolactones (<strong>±</strong>)<strong>-3</strong> and (<strong>±</strong>)<strong>-4</strong> and their resolution to the corresponding (+)-(<em>S</em>)-<strong>3</strong>, (-)-(<em>R</em>)-<strong>3</strong> and (+)-(<em>S</em>)-<strong>4, </strong>(<strong>-</strong>)-(<em>R</em>)-<strong>4</strong> through formation, flash column chromatography separation and subsequent hydrolysis of diastereoisomeric 4-hydroxybutyramides (2’<em>R</em>,3<em>S</em>)-<strong>5</strong>, (2’<em>R</em>,3<em>R</em>)-<strong>5</strong>, (2’<em>R</em>,3<em>S</em>)-<strong>6</strong> and (2’<em>R</em>,3<em>R</em>)-<strong>6</strong> is described. The absolute configuration assignment of enantiopure <strong>3</strong> and <strong>4</strong> was supported by X-ray crystallographic structures of (2’<em>R</em>,3<em>R</em>)-<strong>5</strong>,<strong> </strong>(2’<em>R</em>,3<em>S</em>)-<strong>6</strong> and (2’<em>R</em>,3<em>R</em>)-<strong>6</strong>.
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