Highly Enantioselective Pd-Catalyzed Allylic Alkylation of Indoles Using Sulfur-MOP Ligand

Highly Enantioselective Pd-Catalyzed Allylic Alkylation of Indoles Using Sulfur-MOP Ligand
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DOI:
10.1021/ol102977b
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发表时间:
2011-03-04
期刊:
影响因子:
5.2
通讯作者:
Hagiwara, Hisahiro
Hagiwara, Hisahiro
中科院分区:
化学1区
文献类型:
--
作者:
Hoshi, Takashi;Sasaki, Koji;Hagiwara, Hisahiro

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本文报道了几种含芳基和烷基取代基的(R)-Sulfur-MOP配体的制备及其在Pd催化的吲哚不对称烯丙基烷基化反应中的应用。硫取代基作为一个有效的立体控制元素,并在硫上的2-i-PrPh取代基的情况下,烯丙基化产物从一系列简单的和取代的吲哚得到高对映选择性(高达95%ee)。
The preparation of various (R)-Sulfur-MOP ligands with aryl and alkyl substituents on sulfur, and the application of these ligands to Pd-catalyzed asymmetric allylic alkylation of indoles is reported. The sulfur substituent served as an effective stereocontrol element, and in the case of the 2-i-PrPh substituent on sulfur, the allylation products from an array of simple and substituted indoles were obtained with high enantioselectivity (up to 95% ee).