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Literature DB >> 21472157

Novel dipolarophiles and dipoles in the metal-catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine ylides.

Abstract

The catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides constitutes one of the most powerful and atom economical methods for the enantioselective construction of pyrrolidines. This article highlights the recent developments in this area, with special focus on contributions improving the structural scope at the dipolarophile and azomethine ylide partners. This journal is © The Royal Society of Chemistry 2011

Entities: Chemical

Year: 2011 PMID： 21472157 DOI： 10.1039/c1cc10779h

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

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Cited

31 in total

1. Programmable enantioselective one-pot synthesis of molecules with eight stereocenters.

Authors: Marco Potowski; Markus Schürmann; Hans Preut; Andrey P Antonchick; Herbert Waldmann
Journal: Nat Chem Biol Date: 2012-03-18 Impact factor: 15.040

2. The Redox-A³ Reaction.

Authors: Daniel Seidel
Journal: Org Chem Front Date: 2014-06-01 Impact factor: 5.281

3. Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

Authors: Matthew T Richers; Indubhusan Deb; Alena Yu Platonova; Chen Zhang; Daniel Seidel
Journal: Synthesis (Stuttg) Date: 2013-10-06 Impact factor: 3.157

10. Metal-free α-amination of secondary amines: computational and experimental evidence for azaquinone methide and azomethine ylide intermediates.

Authors: Arne Dieckmann; Matthew T Richers; Alena Yu Platonova; Chen Zhang; Daniel Seidel; K N Houk
Journal: J Org Chem Date: 2013-04-02 Impact factor: 4.354

Novel dipolarophiles and dipoles in the metal-catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine ylides.

1. Programmable enantioselective one-pot synthesis of molecules with eight stereocenters.

2. The Redox-A³ Reaction.

3. Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

4. Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes.

5. 2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines.

6. C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.

7. Redox-neutral α-arylation of amines.

8. Redox-neutral copper(II) carboxylate catalyzed α-alkynylation of amines.

9. Redox-neutral α,β-difunctionalization of cyclic amines.

10. Metal-free α-amination of secondary amines: computational and experimental evidence for azaquinone methide and azomethine ylide intermediates.