Tetrapetalone A, a Novel Lipoxygense Inhibitor fromStreptomycessp.

2004 ◽  
Vol 68 (1) ◽  
pp. 104-111 ◽  
Author(s):  
Toshikazu KOMODA ◽  
Kayo YOSHIDA ◽  
Naoki ABE ◽  
Yasumasa SUGIYAMA ◽  
Misako IMACHI ◽  
...  
Keyword(s):  
Tetrapetalone A

Synthesis of the Tetracyclic Core of Tetrapetalone A Enabled by a Pyrrole Reductive Alkyation

2010 ◽  
Vol 12 (20) ◽  
pp. 4560-4563 ◽  
Author(s):  
Andrew P. Marcus ◽  
Richmond Sarpong
Keyword(s):  
Tetrapetalone A ◽  
Tetracyclic Core

SYNTHESIS–SYNLETT Lecture: Toward the Asymmetric Synthesis of Tetrapetalone A: Preparation of an Enantioenriched Indane Intermediate and Strategy for Endgame Glycosylation

Synthesis ◽  
2018 ◽  
Vol 50 (06) ◽  
pp. 1238-1245 ◽  
Author(s):  
Alison Frontier ◽  
Peter Carlsen ◽  
Eric Stoutenburg
Keyword(s):  
Asymmetric Synthesis ◽  
Natural Product ◽  
Chiral Auxiliary ◽  
Glycosidic Linkage ◽  
Nazarov Cyclization ◽  
Tetrapetalone A ◽  
Decarboxylative Coupling ◽  
Palladium Catalyzed ◽  
Synthetic Intermediate

A chiral auxiliary is employed to obtain, via Nazarov cyclization, a synthetic intermediate crucial to our previously reported synthesis of the tetrapetalone A core. This indane derivative, corresponding to the A and B rings of the tetrapetalone natural product skeleton, is then used to test an endgame strategy for installation of the β-rhodinosyl group on ring B. A palladium-catalyzed decarboxylative coupling is described that effects the exclusive formation of the desired β-glycosidic linkage, and the target rhodinose moiety can be obtained via hydrogenation.

scholarly journals Synthesis of (±)-Tetrapetalone A-Me Aglycon

2014 ◽  
Vol 126 (35) ◽  
pp. 9488-9492 ◽  
Author(s):  
Peter N. Carlsen ◽  
Tyler J. Mann ◽  
Amir H. Hoveyda ◽  
Alison J. Frontier
Keyword(s):  
Tetrapetalone A

Tetrapetalone A, a novel lipoxygenase inhibitor from Streptomyces sp.

2003 ◽  
Vol 44 (8) ◽  
pp. 1659-1661 ◽  
Author(s):  
Toshikazu Komoda ◽  
Yasumasa Sugiyama ◽  
Naoki Abe ◽  
Misako Imachi ◽  
Hiroshi Hirota ◽  
...  
Keyword(s):  
Lipoxygenase Inhibitor ◽  
Streptomyces Sp ◽  
Tetrapetalone A

scholarly journals Synthesis of (±)-Tetrapetalone A-Me Aglycon

2014 ◽  
Vol 53 (35) ◽  
pp. 9334-9338 ◽  
Author(s):  
Peter N. Carlsen ◽  
Tyler J. Mann ◽  
Amir H. Hoveyda ◽  
Alison J. Frontier
Keyword(s):  
Tetrapetalone A

Synthetic studies toward tetrapetalone A: attempted palladium π-allyl cascades toward a fused tricyclic intermediate

Tetrahedron ◽  
2016 ◽  
Vol 72 (26) ◽  
pp. 3673-3677 ◽  
Author(s):  
Heemal H. Dhanjee ◽  
Matthew W. Haley ◽  
Travis C. McMahon ◽  
Jonas F. Buergler ◽  
Jennifer M. Howell ◽  
...  
Keyword(s):  
Tetrapetalone A ◽  
Synthetic Studies

Correction to Synthesis of the Tetracyclic Core of Tetrapetalone A Enabled by a Pyrrole Reductive Alkyation

2014 ◽  
Vol 16 (12) ◽  
pp. 3420-3420 ◽  
Author(s):  
Andrew P. Marcus ◽  
Richmond Sarpong
Keyword(s):  
Tetrapetalone A ◽  
Tetracyclic Core

Revised structure of tetrapetalone A and its absolute stereochemistry

2003 ◽  
Vol 44 (40) ◽  
pp. 7417-7419 ◽  
Author(s):  
Toshikazu Komoda ◽  
Yasumasa Sugiyama ◽  
Naoki Abe ◽  
Misako Imachi ◽  
Hiroshi Hirota ◽  
...  
Keyword(s):  
Tetrapetalone A ◽  
Absolute Stereochemistry

Tetrapetalone A, a Novel Lipoxygenase Inhibitor from Streptomyces sp.

ChemInform ◽  
2003 ◽  
Vol 34 (20) ◽  
Author(s):  
Toshikazu Komoda ◽  
Yasumasa Sugiyama ◽  
Naoki Abe ◽  
Misako Imachi ◽  
Hiroshi Hirota ◽  
...  
Keyword(s):  
Lipoxygenase Inhibitor ◽  
Streptomyces Sp ◽  
Tetrapetalone A

Revised Structure of Tetrapetalone A and Its Absolute Stereochemistry.

ChemInform ◽  
2004 ◽  
Vol 35 (2) ◽  
Author(s):  
Toshikazu Komoda ◽  
Yasumasa Sugiyama ◽  
Naoki Abe ◽  
Misako Imachi ◽  
Hiroshi Hirota ◽  
...  
Keyword(s):  
Tetrapetalone A ◽  
Absolute Stereochemistry
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