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铑催化的烯丙基砜在异构化成烯基砜条件下的不对称芳基化反应。

Rhodium-catalyzed asymmetric arylation of allyl sulfones under the conditions of isomerization into alkenyl sulfones.

机构信息

Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.

出版信息

J Am Chem Soc. 2015 Mar 11;137(9):3201-4. doi: 10.1021/jacs.5b00216. Epub 2015 Feb 25.

DOI:10.1021/jacs.5b00216
PMID:25706689
Abstract

The reaction of 3-sulfolene with arylboronic acids in the presence of a chiral diene-rhodium catalyst under highly basic conditions (10 equiv of KOH) gave high yields of 3-arylsulfolanes with high enantioselectivity, where 3-sulfolene is in equilibration with 2-sulfolene by base-catalyzed isomerization and the more reactive 2-sulfolene undergoes the rhodium-catalyzed asymmetric arylation.

摘要

3-磺烯与芳基硼酸在强碱条件下(10 当量的 KOH)与手性二烯-铑催化剂反应,得到高收率的高对映选择性的 3-芳基磺内酯,其中 3-磺烯通过碱催化异构化与 2-磺烯达到平衡,而更具反应性的 2-磺烯则经历铑催化的不对称芳基化反应。

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