Journal
ORGANIC LETTERS
Volume 25, Issue 48, Pages 8727-8732Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c03661
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In this study, an iridium-catalyzed 1,3-rearrangement of readily available allylic ethers was developed, providing access to allylic ethers with a large steric hindrance. The method exhibited a broad substrate scope and was applicable for the late-stage modification of several natural products. A possible reaction pathway was proposed based on control experiments.
The 1,3-rearrangement of allylic derivatives has rarely been reported, except for allylic alcohols. Herein, we describe an iridium-catalyzed 1,3-rearrangement of readily available allylic ethers to access the difficultly prepared allylic ethers with a large steric hindrance. The developed method shows a broad substrate scope and could be used in the late-stage modification of several natural products. In addition, a possible reaction pathway is also provided on the basis of the control experiments.
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