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Microwave-Assisted Synthesis of Substituted Tetrahydropyrans Catalyzed by ZrCl4 and Its Application in the Asymmetric Synthesis of exo- and endo-brevicomin

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journal contribution
posted on 07.08.2009, 00:00 by Surendra Singh, Patrick J. Guiry
The ZrCl4-catalyzed deprotection of 1,3-dioxane/dioxalane and the simultaneous formation of 6-methoxy-substituted tetrahydropyrans proceeded under microwave irradiation in good yield. This synthetic methodology was used for the asymmetric synthesis of (+)-exo- and (+)-endo-brevicomin in 55% overall yield over 4 steps.