Literature DB >> 15453741

Fe/Cr- and Co/Cr-mediated catalytic asymmetric 2-haloallylations of aldehydes.

Michio Kurosu1, Mei-Huey Lin, Yoshito Kishi.   

Abstract

The first example to couple aldehydes and 3-bromo-2-halopropenes in a catalytic asymmetric manner is reported. The coupling reaction is effected by the use of a chiral sulfonamide-Cr complex (prepared in situ from 1d, CrBr3, Fe(III) or from Co(II), Et3N, and Mn), TMSCl, and 2,6-lutidine. The method reported here is operationally simple and scalable, furnishing 3-halohomoallylic alcohols with a synthetically useful level of enantiomeric excess.

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Year:  2004        PMID: 15453741     DOI: 10.1021/ja045557j

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


  16 in total

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2.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

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4.  Nickel-Catalyzed Intramolecular C-O Bond Formation: Synthesis of Cyclic Enol Ethers.

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Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

Review 8.  The chemistry and biology of mycolactones.

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9.  Catalytic enantioselective Cr-mediated propargylation: application to halichondrin synthesis.

Authors:  Songbai Liu; Joseph T Kim; Cheng-Guo Dong; Yoshito Kishi
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

10.  Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin 2.

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Journal:  Org Lett       Date:  2012-10-26       Impact factor: 6.005

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