Literature DB >> 17474779

Chiral polycyclic ketones via desymmetrization of dihaloolefins.

Giuseppe Borsato1, Anthony Linden, Ottorino De Lucchi, Vittorio Lucchini, David Wolstenholme, Alfonso Zambon.   

Abstract

3-Chloronorbornenone (R)-1a (98% ee) was obtained from trichloronorbornene 5 in two steps by the in situ generation of dichloronorbornadiene 2a with t-BuOK and desymmetrization with (-)-ephedrine, followed by hydrolysis with PPTS. The generality of this desymmetrization with (-)-ephedrine was tested with dibromonorbornadiene 2c and other substituted dichloronorbornadienes.

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Year:  2007        PMID: 17474779     DOI: 10.1021/jo070222g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Synthesis and Diels-Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers.

Authors:  Bilal Nişanci; Erdin Dalkiliç; Murat Güney; Arif Daştan
Journal:  Beilstein J Org Chem       Date:  2009-08-11       Impact factor: 2.883

  1 in total

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