Literature DB >> 11405686

Total synthesis of (-)-callystatin A.

A B Smith1, B M Brandt.   

Abstract

An effective total synthesis of (-)-callystatin A (1), member of the leptomycin family of antibiotics, has been achieved. The synthesis features Evans extended aldol methodology to construct the northern polypropionate subunit and two separate Julia olefinations to assemble the conjugated dienes. The total synthesis proceeded in 2.3% overall yield with the longest linear sequence of 15 steps.

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Year:  2001        PMID: 11405686     DOI: 10.1021/ol0158922

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


  4 in total

1.  Regioselective Reductive Cross-Coupling Reactions of Unsymmetrical Alkynes.

Authors:  Holly A Reichard; Martin McLaughlin; Ming Z Chen; Glenn C Micalizio
Journal:  European J Org Chem       Date:  2010-01

2.  Coibacins A and B: total synthesis and stereochemical revision.

Authors:  Vânia M T Carneiro; Carolina M Avila; Marcy J Balunas; William H Gerwick; Ronaldo A Pilli
Journal:  J Org Chem       Date:  2014-01-09       Impact factor: 4.354

3.  Highly stereo- and regioselective synthesis of (Z)-trisubstituted alkenes via 1-bromo-1-alkyne hydroboration-migratory insertion-Zn-promoted iodinolysis and Pd-catalyzed organozinc cross-coupling.

Authors:  Zhihong Huang; Ei-ichi Negishi
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

4.  Enantio- and diastereoselective intermolecular Stetter reaction of glyoxamide and alkylidene ketoamides.

Authors:  Qin Liu; Tomislav Rovis
Journal:  Org Lett       Date:  2009-07-02       Impact factor: 6.005

  4 in total

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