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Divergent Diastereoselective Synthesis Of Iridomyrmecin, Isoiridomyrmecin, Teucrimulactone, And Dolicholactone From Citronellol.

Clara Fischman, Snow Adler, J. E. Hofferberth
Published 2013 · Chemistry, Medicine

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The iridoid natural products iridomyrmecin, isoiridomyrmecin, teucriumlactone, and dolicholactone were prepared from citronellol using a divergent diastereoselective approach. Key steps include a highly diastereoselective enamine/enal cycloaddition and the selective reduction of masked aldehyde functionalities by ionic hydrogenation.
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