Literature DB >> 21113324

Further studies on vinamidinium salt amine exchange reactions, borohydride reductions and subsequent transformations.

John T Gupton1, Nakul Telang, Xin Jia, Benjamin C Giglio, James E Eaton, Peter J Barelli, Mona Hovaizi, Kayleigh E Hall, R Scott Welden, Matthew J Keough, Eric F Worrall, Kara L Finzel, Emily J Kluball, Rene P F Kanters, Timothy M Smith, Stanton Q Smith, Shane R Nunes, Mathew T Wright, Jennifer M Birnstihl.   

Abstract

Studies directed at the amine exchange reaction of vinamidinium salts followed by sodium borohydride reduction to secondary and tertiary allylic amines are described. The tertiary allylic amines were alkylated and subjected to base mediated rearrangement to yield a variety of highly functionalized tertiary homoallylic amines.

Entities:  

Year:  2010        PMID： 21113324      PMCID： PMC2990967          DOI： 10.1016/j.tet.2010.08.075

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  5 in total

1.  Allylic Amination.

Authors:  Mogens Johannsen; Karl Anker Jørgensen
Journal:  Chem Rev       Date:  1998-06-18       Impact factor: 60.622

2.  Asymmetric [2,3]-rearrangement of glycine-derived allyl ammonium ylids.

Authors:  James A Workman; Neil P Garrido; Julien Sançon; Edward Roberts; Hans Peter Wessel; J B Sweeney
Journal:  J Am Chem Soc       Date:  2005-02-02       Impact factor: 15.419

3.  Solution phase synthesis of libraries of variably substituted olefin scaffolds: a library of allylic amines.

Authors:  M G Organ; D Mayhew; J T Cooper; C E Dixon; D J Lavorato; S W Kaldor; M G Siegel
Journal:  J Comb Chem       Date:  2001 Jan-Feb

4.  Preparation and novel reduction reactions of vinamidinium salts.

Authors:  I W Davies; M Taylor; J F Marcoux; J Wu; P G Dormer; D Hughes; P J Reider
Journal:  J Org Chem       Date:  2001-01-12       Impact factor: 4.354

5.  Asymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylides.

Authors:  Jan Blid; Olaf Panknin; Peter Somfai
Journal:  J Am Chem Soc       Date:  2005-07-06       Impact factor: 15.419
  5 in total
  2 in total

1.  One-Pot Synthesis of α-Alkyl Styrene Derivatives.

Authors:  Olatunji S Ojo; Alejandro Bugarin
Journal:  ACS Omega       Date:  2021-07-28

2.  Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis.

Authors:  Dong Yang; Jingqi Shi; Jiaming Chen; Xiaoqi Jia; Cuiying Shi; Lifang Ma; Ziyuan Li
Journal:  RSC Adv       Date:  2021-05-25       Impact factor: 4.036
  2 in total

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