Literature DB >> 15101776

Zn-alkynylide additions to acyl iminiums.

Christian Fischer1, Erick M Carreira.   

Abstract

[reaction: see text] A new addition reaction of zinc-alkynylides to N-acyl and N-phosphinoyl iminiums is reported. These can be prepared in situ from imines with acid halides in the presence of a Zn-acetylide. The reaction is general with regard to imine, alkyne, and acid halides, allowing access to a large number of differentially protected propargylic amines.

Entities:  

Year:  2004        PMID： 15101776     DOI： 10.1021/ol049578u

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


  6 in total

1.  Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.

Authors:  James D Sunderhaus; Chris Dockendorff; Stephen F Martin
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

2.  Silver(I) triflate-catalyzed direct synthesis of N-PMP protected alpha-aminopropargylphosphonates from terminal alkynes.

Authors:  Rajasekhar Dodda; Cong-Gui Zhao
Journal:  Org Lett       Date:  2007-01-04       Impact factor: 6.005

3.  Enantioselective synthesis of alpha-aminopropargylphosphonates.

Authors:  Rajasekhar Dodda; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2007-06-18       Impact factor: 2.415

4.  A One-Pot Selective Synthesis of N-Boc Protected Secondary Amines: Tandem Direct Reductive Amination/N-Boc Protection.

Authors:  Raghupathi Neelarapu; Pavel A Petukhov
Journal:  Tetrahedron       Date:  2012-06-22       Impact factor: 2.457

5.  A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates.

Authors:  Erwan Le Gall; Antoine Pignon; Thierry Martens
Journal:  Beilstein J Org Chem       Date:  2011-07-20       Impact factor: 2.883

6.  Facile synthesis of α-aminoboronic acids from amines and potassium acyltrifluoroborates (KATs) via trifluoroborate-iminiums (TIMs).

Authors:  Tomoya Shiro; Anne Schuhmacher; Moritz K Jackl; Jeffrey W Bode
Journal:  Chem Sci       Date:  2018-05-16       Impact factor: 9.825
  6 in total

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