Beschreibung:
<jats:title>Abstract</jats:title><jats:p>A new general concept for the total synthesis of pseurotin A (<jats:bold>1</jats:bold>), a secondary metabolite of <jats:italic>Pseudeurotium ovalis</jats:italic> S<jats:sc>TOLK</jats:sc>, which possesses a highly substituted 1‐oxa‐7‐azaspiro[4.4]nonane skeleton, is presented. A key intermediate of the planned reaction sequence is the functionalized γ‐lactone <jats:bold>8</jats:bold>. The corresponding protected compound <jats:bold>52</jats:bold> was prepared using (<jats:italic>S</jats:italic>)‐<jats:italic>O</jats:italic>,<jats:italic>O</jats:italic>‐isopropylideneglyceraldehyde (<jats:bold>13</jats:bold>) and the bromoacetal <jats:bold>14</jats:bold> as starting material. γ‐Lactone <jats:bold>52</jats:bold> was obtained in enantiomerically pure state in ten steps. It possesses the desired configuration.</jats:p>