Literature DB >> 11798319

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

Oliver Gaertzen1, Stephen L Buchwald.   

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.

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Year:  2002        PMID: 11798319     DOI: 10.1021/jo0107756

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Mild, rhodium-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.

Authors:  Zhijian Liu; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-01-10       Impact factor: 15.419

2.  Site-specific C-functionalization of free-(NH) peptides and glycine derivatives via direct C-H bond functionalization.

Authors:  Liang Zhao; Oliver Baslé; Chao-Jun Li
Journal:  Proc Natl Acad Sci U S A       Date:  2009-02-27       Impact factor: 11.205

3.  Synthesis of 5,5-disubstituted butenolides based on a Pd-catalyzed gamma-arylation strategy.

Authors:  Alan M Hyde; Stephen L Buchwald
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

4.  Planar Chiral [2.2]Paracyclophane-Based Bisoxazoline Ligands and Their Applications in Cu-Mediated N-H Insertion Reaction.

Authors:  Daniel M Knoll; Yuling Hu; Zahid Hassan; Martin Nieger; Stefan Bräse
Journal:  Molecules       Date:  2019-11-14       Impact factor: 4.411

  4 in total

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