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Conception and Evolution of Stereocontrolled Strategies toward Functionalized 8‑Aryloctanoic Acids Related to the Total Synthesis of Aliskiren

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journal contribution
posted on 17.10.2014, 00:00 authored by Stephen Hanessian, Etienne Chénard, Sébastien Guesné, Jean-Philippe Cusson
A detailed account is given describing the approaches used toward the total synthesis of aliskiren. In particular, ring-closing metathesis with the Hoveyda–Grubbs catalyst accelerates the formation of a 9-membered lactone from an (R)-ester. The diastereomeric (S)-ester leads to the formation of dimeric dilactones, which were characterized by X-ray analysis and chemical conversions.