铑（II）催化的吲哚的对映选择性 C-H 官能化。
Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.
机构信息
Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
出版信息
J Am Chem Soc. 2011 Feb 16;133(6):1650-3. doi: 10.1021/ja1093309. Epub 2011 Jan 25.
A catalytic, enantioselective method for the C-H functionalization of indoles by diazo compounds has been achieved. With catalytic amounts of Rh(2)(S-NTTL)(4), the putative Rh-carbene intermediates from α-alkyl-α-diazoesters react with indoles at C(3) to provide α-alkyl-α-indolylacetates in high yield and enantioselectivity. From DFT calculations, a mechanism is proposed that involves a Rh-ylide intermediate with oxocarbenium character.
一种通过重氮化合物实现吲哚 C-H 官能化的催化、对映选择性方法已经实现。使用催化量的 Rh(2)(S-NTTL)(4)，α-烷基-α-重氮酯的假定 Rh-卡宾中间体在 C(3)位与吲哚反应，以高产率和对映选择性提供α-烷基-α-吲哚基乙酸酯。通过 DFT 计算，提出了一种涉及具有氧杂碳正离子特征的 Rh-叶立德中间体的机理。
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