Literature DB >> 15959585

Lewis acid-catalyzed stereospecific ring expansion of aziridine-2-carboxylates to imidazolidin-2-ones.

Min Sung Kim1, Yong-Woo Kim, Heung Sik Hahm, Jae Won Jang, Won Koo Lee, Hyun-Joon Ha.   

Abstract

Lewis acid-catalyzed ring expansion reaction of chiral aziridine-2-carboxylate proceeds regio- and stereospecifically to yield enantiomerically pure 4-functionalized imidazolidin-2-ones in high yields.

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Year:  2005        PMID： 15959585     DOI： 10.1039/b503750f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  A new synthesis of imidazolidin-2-ones via Pd-catalyzed carboamination of N-allylureas.

Authors:  Jonathan A Fritz; Josephine S Nakhla; John P Wolfe
Journal:  Org Lett       Date:  2006-06-08       Impact factor: 6.005

2.  Elucidation of the Reaction Mechanism of C2 + N1 Aziridination from Tetracarbene Iron Catalysts.

Authors:  Sara B Isbill; Preeti P Chandrachud; Jesse L Kern; David M Jenkins; Sharani Roy
Journal:  ACS Catal       Date:  2019-05-31       Impact factor: 13.084

3.  Stereoselective Lewis acid mediated (3+2) cycloadditions of N-H- and N-sulfonylaziridines with heterocumulenes.

Authors:  Robert A Craig; Nicholas R O'Connor; Alexander F G Goldberg; Brian M Stoltz
Journal:  Chemistry       Date:  2014-03-06       Impact factor: 5.236

4.  Gold(I)-Catalyzed Intramolecular Hydroamination of N-Allylic,N'-Aryl Ureas to form Imidazolidin-2-ones.

Authors:  Hao Li; Feijie Song; Ross A Widenhoefer
Journal:  Adv Synth Catal       Date:  2011-04-18       Impact factor: 5.837

5.  Stereoselective Synthesis of Saturated Heterocycles via Pd-Catalyzed Alkene Carboetherification and Carboamination Reactions.

Authors:  John P Wolfe
Journal:  Synlett       Date:  2006-11-13       Impact factor: 2.454

6.  Stereoselective synthesis of imidazolidin-2-ones via Pd-catalyzed alkene carboamination. Scope and limitations.

Authors:  Jonathan A Fritz; John P Wolfe
Journal:  Tetrahedron       Date:  2008       Impact factor: 2.457
  6 in total

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