钯催化非环 α-吡咯基/吲哚基酮的对映选择性脱羧烯丙基烷基化反应。
Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Acyclic α--Pyrrolyl/Indolyl Ketones.
机构信息
Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
Small Molecule Process Chemistry, Genentech, Inc., 1 DNA Way, South San Francisco, California 94080, United States.
出版信息
Org Lett. 2020 Jun 5;22(11):4272-4275. doi: 10.1021/acs.orglett.0c01303. Epub 2020 May 18.
Abstract
The synthesis of fully substituted α--pyrrolyl and indolyl ketones via enantioselective palladium-catalyzed allylic alkylation is described. The acyclic ketones are alkylated in high yields with high enantioselectivities through the use of an electron-deficient phosphinooxazoline ligand, furnishing a highly congested and synthetically challenging stereocenter. The obtained alkylation products contain multiple reactive sites poised for additional functionalizations and diversification.
摘要
通过对映选择性钯催化烯丙基烷基化反应，合成了完全取代的α-吡咯基和吲哚基酮。通过使用缺电子的磷噁唑啉配体，非环酮以高产率和高对映选择性进行烷基化，生成了一个高度拥挤且具有合成挑战性的立体中心。获得的烷基化产物含有多个反应性位点，可进一步进行官能化和多样化。
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