Synthetic study demonstrates efficient generation of (R)-(+)-gamma-jasmolactone from a chiral precursor, highlighting a stereocenter-inverting two-step route.
(R)‐(+)‐γ‐Jasmolactone (1b) was synthesized in 92% ee in two steps, starting from the easily prepared (S)‐(−)‐3‐(5‐oxo‐tetrahydro‐furan‐2‐yl)‐propionic acid benzyl ester (2). The key step features an inversion of configuration of the stereogenic center.
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Clososki et al. (2004) studied this question.
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