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Literature DB >> 17171749

Strategies for the synthesis of fusicoccanes by Nazarov reactions of dolabelladienones: total synthesis of (+)-fusicoauritone.

David R Williams¹, Leslie A Robinson, C Richard Nevill, Jayachandra P Reddy.

Abstract

Entities: Chemical

Mesh：

Substances：

Year: 2007 PMID： 17171749 PMCID： PMC2924807 DOI： 10.1002/anie.200603853

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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8 in total

1. Sesquiterpenoids and diterpenoids from the Chilean liverwort Lepicolea ochroleuca.

Authors: H J Liu; C L Wu; H Becker; J Zapp
Journal: Phytochemistry Date: 2000-04 Impact factor: 4.072

2. Cotylenin A, a plant-growth regulator, induces the differentiation in murine and human myeloid leukemia cells.

Authors: K Asahi; Y Honma; K Hazeki; T Sassa; Y Kubohara; A Sakurai; N Takahashi
Journal: Biochem Biophys Res Commun Date: 1997-09-29 Impact factor: 3.575

3. The 2,2'-dicyano-1,1'-dimethyl-4,4'-bipyridylium di-cation: a viologen indicator with a high redox potential.

Authors: A Ballio; C G Casinovi; V D'Alessio; G Grandolini; G Randazzo; C Rossi
Journal: Experientia Date: 1974-08-15

4. The structure of ophiobolin, a C25 terpenoid having a novel skeleton.

Authors: S Nozoe; M Morisaki; K Tsuda; Y Iitaka; N Takahashi; S Tamura; K Ishibashi; M Shirasaka
Journal: J Am Chem Soc Date: 1965-11-05 Impact factor: 15.419

5. Fusicoccin. Part 6. Biosynthesis of fusicoccin from [3-13C]- and (4R)-[4-3H]-mevalonic acid.

Authors: A Banerji; R B Jones; G Mellows; L Phillips; K Y Sim
Journal: J Chem Soc Perkin 1 Date: 1976

6. Intramolecular [2 + 2] photocycloaddition/thermal fragmentation: formally "allowed" and "forbidden"pathways toward 5-8-5 ring systems.

Authors: Scott J Bader; Marc L Snapper
Journal: J Am Chem Soc Date: 2005-02-02 Impact factor: 15.419

7. Total synthesis of (+)-4,5-deoxyneodolabelline.

Authors: David R Williams; Richard W Heidebrecht
Journal: J Am Chem Soc Date: 2003-02-19 Impact factor: 15.419

8. Periconicins, two new fusicoccane diterpenes produced by an endophytic fungus Periconia sp. with antibacterial activity.

Authors: Sanghee Kim; Dong-Sun Shin; Taeho Lee; Ki-Bong Oh
Journal: J Nat Prod Date: 2004-03 Impact factor: 4.050

8 in total

13 in total

1. Using Nazarov electrocyclization to stage chemoselective [1,2]-migrations: stereoselective synthesis of functionalized cyclopentenones.

Authors: David Lebœuf; Jie Huang; Vincent Gandon; Alison J Frontier
Journal: Angew Chem Int Ed Engl Date: 2011-09-26 Impact factor: 15.336

10. Beyond the Divinyl Ketone: Innovations in the Generation and Nazarov Cyclization of Pentadienyl Cation Intermediates.

Authors: William T Spencer; Tulaza Vaidya; Alison J Frontier
Journal: European J Org Chem Date: 2013-06-01

Strategies for the synthesis of fusicoccanes by Nazarov reactions of dolabelladienones: total synthesis of (+)-fusicoauritone.

1. Sesquiterpenoids and diterpenoids from the Chilean liverwort Lepicolea ochroleuca.

2. Cotylenin A, a plant-growth regulator, induces the differentiation in murine and human myeloid leukemia cells.

3. The 2,2'-dicyano-1,1'-dimethyl-4,4'-bipyridylium di-cation: a viologen indicator with a high redox potential.

4. The structure of ophiobolin, a C25 terpenoid having a novel skeleton.

5. Fusicoccin. Part 6. Biosynthesis of fusicoccin from [3-13C]- and (4R)-[4-3H]-mevalonic acid.

6. Intramolecular [2 + 2] photocycloaddition/thermal fragmentation: formally "allowed" and "forbidden"pathways toward 5-8-5 ring systems.

7. Total synthesis of (+)-4,5-deoxyneodolabelline.

8. Periconicins, two new fusicoccane diterpenes produced by an endophytic fungus Periconia sp. with antibacterial activity.

1. Using Nazarov electrocyclization to stage chemoselective [1,2]-migrations: stereoselective synthesis of functionalized cyclopentenones.

2. Neutral Nazarov-type cyclization catalyzed by palladium(0).

3. Traceless chiral auxiliaries for the allene ether Nazarov cyclization.

Review 4. Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

5. Experimental and theoretical studies on the Nazarov cyclization/Wagner-Meerwein rearrangement sequence.

6. Conformational effects and stereocontrol in synthesis studies of medium-ring dolabellane carbocycles.

7. Asymmetric Nazarov Cyclizations.

8. Total synthesis of (±)-maoecrystal V.

9. Studies for the synthesis of xenicane diterpenes. A stereocontrolled total synthesis of 4-hydroxydictyolactone.

10. Beyond the Divinyl Ketone: Innovations in the Generation and Nazarov Cyclization of Pentadienyl Cation Intermediates.