钼催化的 3-烷氧基吲哚的不对称烯丙基烷基化反应：反应开发与应用。
Molybdenum-catalyzed asymmetric allylic alkylation of 3-alkyloxindoles: reaction development and applications.
机构信息
Department of Chemistry, Stanford University, Stanford University, CA 94305-5080, USA.
出版信息
Chemistry. 2011 Mar 1;17(10):2916-22. doi: 10.1002/chem.201002569. Epub 2011 Feb 2.
Abstract
We report a full account of our work towards the development of Mo-catalyzed asymmetric allylic alkylation reactions with 3-alkyloxindoles as nucleophiles. The reaction is complementary to the Pd-catalyzed reaction with regard to the scope of oxindole nucleophiles. A number of 3-alkyloxindoles were alkylated successfully under mild conditions to give products with excellent yields and good-to-excellent enantioselectivities. Applications of this method to the preparation of indoline alkaloids such as (-)-physostigmine, ent-(-)-debromoflustramine B, and the indolinoquinoline rings of communesin B are reported.
摘要
我们报告了我们在开发 Mo 催化的不对称烯丙基烷基化反应方面的工作的完整情况，其中 3-烷氧基吲哚啉作为亲核试剂。该反应与 Pd 催化的反应在吲哚啉亲核试剂的范围上是互补的。在温和条件下，许多 3-烷氧基吲哚啉成功地进行了烷基化反应，得到了产率优异、对映选择性好至优异的产物。该方法在制备吲哚生物碱（如 (-)-physostigmine、ent-(-)-debromoflustramine B 和 communesin B 的吲哚啉环）中的应用也有报道。
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