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铱(I)催化的对映选择性脱羧烯丙基醚化反应:一种用于不对称合成芳基烯丙基醚的通用方法。

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

机构信息

Department of Chemistry, University of Texas at San Antonio, San Antonio, Texas 78249, USA.

出版信息

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

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 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.

摘要

铱(I)催化的对映选择性脱羧烯丙基醚化反应芳基烯丙基碳酸酯提供芳基烯丙基醚。该反应的普遍性和高立体选择性的关键是使用分子内脱羧烯丙基化过程和[Ir(dbcot)Cl](2)作为铱(I)源。铱(I)催化的非对映选择性脱羧烯丙基醚化反应,与不对称醛烯丙基化和交叉复分解反应相结合,可以高非对映选择性地提供单保护的 2-甲基-1,3-二醇(从简单醛开始)。

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