Literature DB >> 20428578

Organocatalytic asymmetric aza-Nazarov cyclization of an azirine.

Naoyuki Shimada1, Bradley O Ashburn, Ashok K Basak, William F Bow, David A Vicic, Marcus A Tius.   

Abstract

An unusual organocatalytic asymmetric cyclization of a ketoazirine that is accompanied by a kinetic resolution leads to 4-hydroxy-3-oxo-1,2,3,6-tetrahydropyridine-2-carboxylates in >99/1 er.

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Year:  2010        PMID： 20428578     DOI： 10.1039/b927564a

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


  7 in total

1.  Neutral Nazarov-type cyclization catalyzed by palladium(0).

Authors:  Naoyuki Shimada; Craig Stewart; William F Bow; Anais Jolit; Kahoano Wong; Zhe Zhou; Marcus A Tius
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-26       Impact factor: 15.336

2.  Aza-Nazarov cyclization cascades.

Authors:  Kiran Kumar Solingapuram Sai; Matthew J O'Connor; Douglas A Klumpp
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

3.  Asymmetric Nazarov Cyclizations.

Authors:  Naoyuki Shimada; Craig Stewart; Marcus A Tius
Journal:  Tetrahedron       Date:  2011-08-19       Impact factor: 2.457

4.  An organocascade kinetic resolution.

Authors:  Patrick G McGarraugh; Stacey E Brenner-Moyer
Journal:  Org Lett       Date:  2011-11-15       Impact factor: 6.005

5.  Understanding the fate of the oxyallyl cation following Nazarov electrocyclization: sequential Wagner-Meerwein migrations and the synthesis of spirocyclic cyclopentenones.

Authors:  Jie Huang; David Lebœuf; Alison J Frontier
Journal:  J Am Chem Soc       Date:  2011-04-05       Impact factor: 15.419

6.  α-Aryl-substituted allenamides in an imino-Nazarov cyclization cascade catalyzed by Au(I).

Authors:  Zhi-Xiong Ma; Shuzhong He; Wangze Song; Richard P Hsung
Journal:  Org Lett       Date:  2012-11-02       Impact factor: 6.005

7.  The first intermolecular interrupted imino-Nazarov reaction: expeditious access to carbocyclic nucleoside analogues.

Authors:  Ronny William; Wei Lin Leng; Siming Wang; Xue-Wei Liu
Journal:  Chem Sci       Date:  2015-10-27       Impact factor: 9.825
  7 in total

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