Title

Divergent Diastereoselective Synthesis of Iridomyrmecin, Isoiridomyrmecin, Teucrimulactone, and Dolicholactone from Citronellol

Document Type

Article

Publication Date

7-19-2013

Abstract

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.

Journal

Journal of Organic Chemistry

Volume

78

Issue

14

First Page

7318

Last Page

7323