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钯催化α-氨基酸酯的分子内α-芳基化反应。

Palladium-catalyzed intramolecular alpha-arylation of alpha-amino acid esters.

作者信息

Gaertzen Oliver, Buchwald Stephen L

机构信息

Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.

出版信息

J Org Chem. 2002 Jan 25;67(2):465-75. doi: 10.1021/jo0107756.

DOI:10.1021/jo0107756
PMID:11798319
Abstract

The Pd-catalyzed intramolecular alpha-arylation of alpha-amino acid esters is described. Starting from readily available amino acids, the synthesis of a variety of isoindolines and tetrahydroisoquinoline carboxylic acid esters has been accomplished. Additionally, fused tricyclic systems can be efficiently prepared from cyclic amino acid esters. Reaction conditions have been found that allow the use of tert-butyl ester and N-(benzyloxycarbonyl) protecting groups.

摘要

描述了钯催化的α-氨基酸酯的分子内α-芳基化反应。从容易获得的氨基酸出发,已经完成了多种异吲哚啉和四氢异喹啉羧酸酯的合成。此外,可以从环状氨基酸酯高效制备稠合三环体系。已经发现了允许使用叔丁酯和N-(苄氧羰基)保护基的反应条件。

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