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. 2013 Feb 1;15(3):512-5.
doi: 10.1021/ol3033237. Epub 2013 Jan 14.

Ir(I)-catalyzed enantioselective decarboxylative allylic etherification: a general method for the asymmetric synthesis of aryl allyl ethers

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Ir(I)-catalyzed enantioselective decarboxylative allylic etherification: a general method for the asymmetric synthesis of aryl allyl ethers

Dongeun Kim et al. Org Lett. .

Abstract

Ir(I)-catalyzed enantioselective decarboxylative allylic etherification of aryl allyl carbonates provides aryl allyl ethers. Key to the generality and high stereoselection of the reaction is the use of the intramolecular decarboxylative allylation process and [Ir(dbcot)Cl](2) as an Ir(I) source. Ir(I)-catalyzed diastereoselective decarboxylative allylic etherification, combined with asymmetric aldehyde crotylation and cross metathesis, can furnish monoprotected 2-methyl-1,3-diols (starting from simple aldehydes) with high diastereoselectivities.

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