Aryloxymethyltrifluoroborates for Rhodium-Catalyzed Asymmetric Conjugate Arylation. o-Methoxyarylation through 1,4-Rhodium Shift
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- 作者：Jialin Ming ; Tamio Hayashi
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：December 16, 2016
- 年：2016
- 卷：18
- 期：24
- 页码：6452-6455
- 全文大小：381K
- ISSN：1523-7052
文摘
Reaction of potassium aryloxymethyltrifluoroborates 1 with α,β-unsaturated carbonyl compounds 2 in the presence of a chiral diene–rhodium catalyst in H2O at 100 °C introduced 2-methoxyaryl groups at the β-position of 2 with high enantioselectivity in high yields. The reaction is assumed to proceed through 1,4-Rh shift from aryloxymethyl-Rh intermediate to 2-methoxyaryl-Rh. The high availability of phenol derivatives makes this asymmetric conjugate arylation synthetically useful.