Thesis Title

Lewis Acid Mediated Reactions of Small Ring Aza-Heterocycles: Synthetic and Mechanistic Study

 

Keywords: Aziridines, azetidines, SN2-type ring-opening reactions, Lewis acids, Mechanisms, [3+2] and [4+2] cycloadditions, β-halo amines, substituted imidazolins, γ-halo amines, tetrahydropyrimidines, 1,3-oxazinanes, 1,3-diamines, 1,3-amino alcohols, 1,2-amino ethers, 1,3-amino ethers.

Publications

  1. Ghorai, Manas K.; Kumar, Amit; Das, Kalpataru. Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Organic Letters (2007), 9(26), 5441-5444.    pdf
  2. Ghorai, Manas K.; Das, Kalpataru; Shukla, Dipti.   Lewis Acid-Mediated Highly Regioselective SN2-Type Ring-Opening of 2-Aryl-N-tosylazetidines and Aziridines by Alcohols.    Journal of Organic Chemistry  (2007),  72(15),  5859-5862.    pdf
  3. Ghorai, Manas K.; Das, Kalpataru; Kumar, Amit.   Lewis acid mediated SN2-type nucleophilic ring opening followed by [4+2] cycloaddition of N-tosylazetidines with aldehydes and ketones: synthesis of chiral 1,3-oxazinanes and 1,3-amino alcohols.    Tetrahedron Letters  (2007),  48(25),  4373-4377.    pdf
  4. Ghorai, Manas K.; Das, Kalpataru; Kumar, Amit.   A convenient synthetic route to enantiopure N-tosylazetidines from a -amino acids.    Tetrahedron Letters  (2007),  48(14),  2471-2475.    pdf
  5. Ghorai, Manas K.; Ghosh, Koena; Das, Kalpataru Copper(II) triflate promoted cycloaddition of a -alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines. Tetrahedron Letters (2006), 47(30), 5399-5403.  pdf
  6. Ghorai, Manas K.; Das, Kalpataru; Kumar, Amit; Das, Animesh.   A convenient synthetic route to 2-aryl-N-tosylazetidines and their ZnX2 (X=I, OTf) mediated regioselective nucleophilic ring opening reactions: synthesis of g -iodoamines and tetrahydropyrimidines.    Tetrahedron Letters  (2006),  47(30),  5393-5397.    pdf
  7. Ghorai, Manas K.; Das, Kalpataru; Kumar, Amit; Ghosh, Koena.   An efficient route to regioselective opening of N-tosylaziridines with zinc(II) halides.    Tetrahedron Letters  (2005),  46(23),  4103-4106.    pdf