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Short Formal Synthesis of (−)-Platencin

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  • We thank Lothar Brecker and Susanne Felsinger for NMR spectra, Alexey Gromov and http://chemknowhow.com for fruitful discussions, and David Edmonds for the optical rotation values of compound 4.

Abstract

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Short and sweet: A five-step, protecting-group-free formal synthesis of (−)-platencin from commercially available (−)-perillaldehyde (see retrosynthetic scheme) features a highly diastereoselective Diels–Alder reaction and a ring-closing metathesis as key steps.

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