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Literature DB >> 11259057

Total synthesis of FR901483.

Abstract

[structure: see text]. The total synthesis of FR901483, a structurally novel immunosuppressant, has been accomplished by the use of technology recently developed in this laboratory for the oxidative cyclization of phenolic oxazolines to spirolactams. Our approach may reflect the biosynthetic pathway leading to the natural product.

Entities: Chemical

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Year: 2001 PMID： 11259057 DOI： 10.1021/ol015526i

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

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Cited

11 in total

1. A Synthesis of the Tricyclic Core Structure of FR901483 Featuring an Ugi Four-Component Coupling and a Remarkably Selective Elimination Reaction.

Authors: Hirofumi Seike; Erik J Sorensen
Journal: Synlett Date: 2008-03-18 Impact factor: 2.454

2. Synthetic studies toward (-)-FR901483 using a conjugate allylation to install the C-1 quaternary carbon.

Authors: Dimitar B Gotchev; Daniel L Comins
Journal: J Org Chem Date: 2006-12-08 Impact factor: 4.354

Review 3. Dearomatization strategies in the synthesis of complex natural products.

Authors: Stéphane P Roche; John A Porco
Journal: Angew Chem Int Ed Engl Date: 2011-04-19 Impact factor: 15.336

4. Enantioselective Synthesis of the Tricyclic Core of FR901483 Featuring a Rh-Catalyzed [2+2+2] Cycloaddition.

Authors: Stéphane Perreault; Tomislav Rovis
Journal: Synthesis (Stuttg) Date: 2013 Impact factor: 3.157

5. Enantioselective synthesis of indolizidines bearing quaternary substituted stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and terminal alkynes.

Authors: Ernest E Lee; Tomislav Rovis
Journal: Org Lett Date: 2008-02-20 Impact factor: 6.005

Total synthesis of FR901483.

1. A Synthesis of the Tricyclic Core Structure of FR901483 Featuring an Ugi Four-Component Coupling and a Remarkably Selective Elimination Reaction.

2. Synthetic studies toward (-)-FR901483 using a conjugate allylation to install the C-1 quaternary carbon.

Review 3. Dearomatization strategies in the synthesis of complex natural products.

4. Enantioselective Synthesis of the Tricyclic Core of FR901483 Featuring a Rh-Catalyzed [2+2+2] Cycloaddition.

5. Enantioselective synthesis of indolizidines bearing quaternary substituted stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and terminal alkynes.

6. Studies on a total synthesis of the microbial immunosuppresive agent FR901483.

7. One-step synthesis of oxazoline and dihydrooxazine libraries.

8. Toward the total synthesis of FR901483: concise synthesis of the azatricyclic skeleton.

9. Biosynthesis of the Immunosuppressant (-)-FR901483.

Review 10. The chemical synthesis of tetrodoxin: an ongoing quest.