Literature DB >> 12478733

Application of hitherto unexplored macrocyclization strategies in the epothilone series: novel epothilone analogs by total synthesis.

Jon T Njardarson1, Kaustav Biswas, Samuel J Danishefsky.   

Abstract

A total synthesis of Epothilone 490 and a synthesis of 11-hydroxy dEpoB utilizing a vinyl-boronate cross-metathesis followed by a Suzuki macrocyclization. A mild route to reach aldehydes from terminal olefins, anticipating Nozaki-Kishi macrocyclization is described.

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Year:  2002        PMID： 12478733     DOI： 10.1039/b209941a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  11 in total

Review 1.  Recent advances in the chemistry and biology of naturally occurring antibiotics.

Authors:  K C Nicolaou; Jason S Chen; David J Edmonds; Anthony A Estrada
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 2.  Recent advances in ruthenium-based olefin metathesis.

Authors:  O M Ogba; N C Warner; D J O'Leary; R H Grubbs
Journal:  Chem Soc Rev       Date:  2018-06-18       Impact factor: 54.564

3.  Development of a catalytic enantioselective synthesis of the guanacastepene and heptemerone tricyclic core.

Authors:  Andrew M Harned; Brian M Stoltz
Journal:  Tetrahedron       Date:  2019-02-27       Impact factor: 2.457

4.  Total syntheses of cyanthiwigins B, F, and G.

Authors:  John A Enquist; Scott C Virgil; Brian M Stoltz
Journal:  Chemistry       Date:  2011-07-18       Impact factor: 5.236

5.  Streamlined syntheses of (-)-dictyostatin, 16-desmethyl-25,26-dihydrodictyostatin, and 6-epi-16-desmethyl-25,26-dihydrodictyostatin.

Authors:  Wei Zhu; María Jiménez; Won-Hyuk Jung; Daniel P Camarco; Raghavan Balachandran; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

6.  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

7.  Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction.

Authors:  William B Reid; Donald A Watson
Journal:  Org Lett       Date:  2018-10-16       Impact factor: 6.005

8.  Total synthesis of platensimycin and related natural products.

Authors:  K C Nicolaou; Ang Li; David J Edmonds; G Scott Tria; Shelby P Ellery
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

9.  Total syntheses of (+/-)-platencin and (-)-platencin.

Authors:  K C Nicolaou; G Scott Tria; David J Edmonds; Moumita Kar
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

10.  Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.

Authors:  K C Nicolaou; Antonia F Stepan; Troy Lister; Ang Li; Ana Montero; G Scott Tria; Craig I Turner; Yefeng Tang; Jianhua Wang; Ross M Denton; David J Edmonds
Journal:  J Am Chem Soc       Date:  2008-09-05       Impact factor: 15.419
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