Literature DB >> 15053601

Catalytic, highly enantio, and diastereoselective nitroso diels-alder reaction.

Yuhei Yamamoto1, Hisashi Yamamoto.   

Abstract

This communication presents studies that nitroso Diels-Alder adduct has been furnished in uniformly high yield and high enantioselectivity using nitrosopyridine as a substrate and copper as a catalyst. The obtained Diels-Alder adduct was easily transformed to corresponding chiral amino alcohols without loss of enantioselectivity.

Entities:  

Year:  2004        PMID: 15053601     DOI: 10.1021/ja049849w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  15 in total

1.  Asymmeric formal [3 + 3]-cycloaddition reactions of nitrones with electrophilic vinylcarbene intermediates.

Authors:  Xiaochen Wang; Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2011-09-27       Impact factor: 15.419

2.  Catalytic enantioselective hetero-Diels-Alder reactions of an azo compound.

Authors:  Masanori Kawasaki; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2006-12-27       Impact factor: 15.419

Review 3.  Nitroso Diels-Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products.

Authors:  Serena Carosso; Marvin J Miller
Journal:  Org Biomol Chem       Date:  2014-10-14       Impact factor: 3.876

4.  Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.

Authors:  Gary A Molander; Livia N Cavalcanti
Journal:  J Org Chem       Date:  2012-04-24       Impact factor: 4.354

5.  Catalytic asymmetric nitroso-Diels-Alder reaction with acyclic dienes.

Authors:  Yuhei Yamamoto; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2005-11-04       Impact factor: 15.336

Review 6.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

7.  Regio- and stereoselective indium triflate-mediated nucleophilic ring-opening reactions of 3-aza-2-oxabicyclo[2.2.1]hept-5-ene and -[2.2.2]oct-5-ene systems.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

8.  Stereoselective total synthesis of hainanolidol and harringtonolide via oxidopyrylium-based [5 + 2] cycloaddition.

Authors:  Min Zhang; Na Liu; Weiping Tang
Journal:  J Am Chem Soc       Date:  2013-08-09       Impact factor: 15.419

9.  Reactions of nitroso hetero-Diels-Alder cycloadducts with azides: stereoselective formation of triazolines and aziridines.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  J Org Chem       Date:  2007-04-13       Impact factor: 4.354

10.  Ten years of research in Chicago.

Authors:  Hisashi Yamamoto
Journal:  Tetrahedron       Date:  2013-06-10       Impact factor: 2.457

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