Literature DB >> 15606119

Catalytic enantioselective alkynylation of prochiral sp3 C-H bonds adjacent to a nitrogen atom.

Zhiping Li1, Chao-Jun Li.   

Abstract

[reaction: see text] The construction of chiral carbon centers via the first catalytic asymmetric alkynylation of prochiral CH2 groups was developed by using a copper-catalyzed double activation of sp3 and sp C-H bonds. Optically active 1-alkynylated tetrahydroisoquinolines were obtained by this method.

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Year:  2004        PMID: 15606119     DOI: 10.1021/ol047814v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  25 in total

1.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

2.  Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Authors:  Andrew J Neel; Jörg P Hehn; Pascal F Tripet; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

3.  Cu-catalyzed cross-dehydrogenative coupling: a versatile strategy for C-C bond formations via the oxidative activation of sp(3) C-H bonds.

Authors:  Zhiping Li; D Scott Bohle; Chao-Jun Li
Journal:  Proc Natl Acad Sci U S A       Date:  2006-06-05       Impact factor: 11.205

4.  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

5.  Chemoselective amination of propargylic C(sp³)-H bonds by cobalt(II)-based metalloradical catalysis.

Authors:  Hongjian Lu; Chaoqun Li; Huiling Jiang; Christopher L Lizardi; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-19       Impact factor: 15.336

6.  Rhodium catalyzed enantioselective cyclization of substituted imidazoles via C-H bond activation.

Authors:  Andy S Tsai; Rebecca M Wilson; Hitoshi Harada; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Commun (Camb)       Date:  2009-06-02       Impact factor: 6.222

7.  Palladium-catalyzed C(sp(3))-H Arylation of N-Boc benzylalkylamines via a deprotonative cross-coupling process.

Authors:  Nusrah Hussain; Byeong-Seon Kim; Patrick J Walsh
Journal:  Chemistry       Date:  2015-06-30       Impact factor: 5.236

8.  Direct Conversion of N-Alkylamines to N-Propargylamines through C-H Activation Promoted by Lewis Acid/Organocopper Catalysis: Application to Late-Stage Functionalization of Bioactive Molecules.

Authors:  Jessica Z Chan; Ahmet Yesilcimen; Min Cao; Yuyang Zhang; Bochao Zhang; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2020-09-11       Impact factor: 15.419

9.  Redox-neutral copper(II) carboxylate catalyzed α-alkynylation of amines.

Authors:  Deepankar Das; Aaron X Sun; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2013-02-25       Impact factor: 15.336

10.  Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of α-diazo carbonyls via radical dediazotization.

Authors:  Nan-Nan Wang; Wen-Juan Hao; Tian-Shu Zhang; Guigen Li; Ya-Nan Wu; Shu-Jiang Tu; Bo Jiang
Journal:  Chem Commun (Camb)       Date:  2016-03-21       Impact factor: 6.222

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