Literature DB >> 26208137

Cationic Pd(II)-Catalyzed Cyclization of N-Tosyl-aniline Tethered Allenyl Aldehydes with Arylboronic Acids: Diastereo- and Enantioselective Synthesis of Tetrahydroquinoline Derivatives.

Xiaojuan Zhang1, Xiuling Han1, Xiyan Lu1.   

Abstract

An efficient cyclization of N-tosyl-aniline tethered allenyl aldehydes and arylboronic acids catalyzed by cationic palladium complex is developed. This annulation reaction provides a convenient process for the synthesis of 3,4-cis-1,2,3,4-tetrahydroquinoline derivatives in high yields with excellent diastereoselectivity and enantioselectivity.

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Year:  2015        PMID: 26208137     DOI: 10.1021/acs.orglett.5b01894

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


  3 in total

1.  Enantioselective nickel-catalyzed arylative and alkenylative intramolecular 1,2-allylations of tethered allene-ketones.

Authors:  Riccardo Di Sanza; Thi Le Nhon Nguyen; Naeem Iqbal; Stephen P Argent; William Lewis; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-01-21       Impact factor: 9.825

2.  Enantioselective Rhodium-Catalyzed Coupling of Arylboronic Acids, 1,3-Enynes, and Imines by Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Michael Callingham; Benjamin M Partridge; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-24       Impact factor: 15.336

3.  Catalytic Isohypsic-Redox Sequences for the Rapid Generation of Csp3 -Containing Heterocycles.

Authors:  Craig D Smith; David Phillips; Alina Tirla; David J France
Journal:  Chemistry       Date:  2018-11-02       Impact factor: 5.236

  3 in total

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