Literature DB >> 11029212

Total synthesis of (+)-crocacin C.

J T Feutrill1, M J Lilly, M A Rizzacasa.   

Abstract

The first asymmetric synthesis of (+)-crocacin C (3) is described which served to confirm the absolute configuration of this compound. The key step in the sequence was the stereoselective assembly of the (E,E)-diene amide side chain by a Stille cross-coupling between the stannane 5 and vinyl iodide 6.

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Year:  2000        PMID: 11029212     DOI: 10.1021/ol0064664

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Enantioselective synthesis of (+)-crocacin C. An example of a highly challenging mismatched double asymmetric δ-stannylcrotylboration reaction.

Authors:  Ming Chen; William R Roush
Journal:  Org Lett       Date:  2012-03-12       Impact factor: 6.005

2.  Iterative Cross-Couplng with MIDA Boronates: Towards a General Platform for Small Molecule Synthesis.

Authors:  Eric P Gillis; Martin D Burke
Journal:  Aldrichimica Acta       Date:  2009       Impact factor: 3.667

3.  Reiterative epoxide-based strategies for the synthesis of stereo-n-ads and application to polypropionate synthesis. A Personal Account.

Authors:  Alejandra Cruz-Montañez; Keyla F Morales-Rivera; Wildeliz Torres; Elizabeth M Valentín; Jaileen Rentas; José A Prieto
Journal:  Inorganica Chim Acta       Date:  2017-06-15       Impact factor: 2.545

4.  Multistep synthesis of complex boronic acids from simple MIDA boronates.

Authors:  Eric P Gillis; Martin D Burke
Journal:  J Am Chem Soc       Date:  2008-10-07       Impact factor: 15.419

  4 in total

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