Journal ArticleDOI
Stereocontrolled formal synthesis of (+/-)-platensimycin.
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TLDR
The caged structure of platensimycin was synthesized stereoselectively by using the following key steps: diastereoselective Diels-Alder reaction between gamma-benzoyloxy enone and tert-butyldimethylsiloxydiene, and formation of a dihydropyran ring by intramolecular catalytic oxypalladation.About:
This article is published in Organic Letters.The article was published on 2008-08-15. It has received 51 citations till now. The article focuses on the topics: Platensimycin & Tributyltin hydride.read more
Citations
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Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products
TL;DR: This review highlights 21st century terpene total syntheses which themselves use small, ter pene-derived materials as building blocks and an outlook to the future of research in this area is highlighted.
Journal ArticleDOI
Recent advances in the chemistry and biology of naturally occurring antibiotics.
Kyriacos C. Nicolaou,Kyriacos C. Nicolaou,Jason S. Chen,Jason S. Chen,David J. Edmonds,David J. Edmonds,Anthony Estrada,Anthony Estrada +7 more
TL;DR: A number of recent discoveries and advances in the chemistry, biology, and medicine of naturally occurring antibiotics are highlighted, with particular emphasis on total synthesis, analogue design, and biological evaluation of molecules with novel mechanisms of action.
Journal ArticleDOI
Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance
Kyriacos C. Nicolaou,Kyriacos C. Nicolaou,Christopher R. H. Hale,Christian Nilewski,Heraklidia A. Ioannidou +4 more
TL;DR: In the last few decades a surge in total synthesis endeavors around the world led to a remarkable collection of achievements that covers a wide ranging landscape of molecular complexity and diversity.
Journal ArticleDOI
Total Synthesis of Platensimycin and Related Natural Products
TL;DR: The convergent strategy developed toward these target molecules involved construction of their cage-like core followed by attachment of the various side chains through amide bond formation, and two asymmetric routes to the core structure are described.
Journal ArticleDOI
A brief history of antibiotics and select advances in their synthesis.
TL;DR: The article concludes with a strong endorsement of the current efforts to intensify the fight against these dangerous pathogens with the hope that, this time, these initiatives will be sufficiently focused and serious enough so as to achieve the set goals of being prepared and ahead of them.
References
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Journal ArticleDOI
A useful 12-I-5 triacetoxyperiodinane (the Dess-Martin periodinane) for the selective oxidation of primary or secondary alcohols and a variety of related 12-I-5 species
Daniel B. Dess,J. C. Martin +1 more
Journal ArticleDOI
Activated Dimethyl Sulfoxide: Useful Reagents for Synthesis
Anthony J. Mancuso,Daniel Swern +1 more
Journal ArticleDOI
Platensimycin is a selective FabF inhibitor with potent antibiotic properties
Jun Wang,Stephen M. Soisson,Katherine Young,Wesley L. Shoop,Wesley L. Shoop,Srinivas Kodali,Andrew Galgoci,Ronald E. Painter,Gopalakrishnan Parthasarathy,Yui S. Tang,Richard D. Cummings,Sookhee Ha,Karen Dorso,Mary Motyl,Hiranthi Jayasuriya,John G. Ondeyka,Kithsiri Herath,Chaowei Zhang,Lorraine D. Hernandez,John J. Allocco,Angela Basilio,José R. Tormo,Olga Genilloud,Francisca Vicente,Fernando Pelaez,Lawrence F. Colwell,Sang Ho Lee,B.F. Michael,Thomas J. Felcetto,Charles Gill,Lynn L. Silver,Lynn L. Silver,Jeffery D. Hermes,Ken Bartizal,John F. Barrett,Dennis M. Schmatz,Joseph W. Becker,Doris F. Cully,Sheo B. Singh +38 more
TL;DR: Platensimycin demonstrates strong, broad-spectrum Gram-positive antibacterial activity by selectively inhibiting cellular lipid biosynthesis through the selective targeting of β-ketoacyl-(acyl-carrier-protein (ACP) in the synthetic pathway of fatty acids.
Related Papers (5)
Platensimycin is a selective FabF inhibitor with potent antibiotic properties
Jun Wang,Stephen M. Soisson,Katherine Young,Wesley L. Shoop,Wesley L. Shoop,Srinivas Kodali,Andrew Galgoci,Ronald E. Painter,Gopalakrishnan Parthasarathy,Yui S. Tang,Richard D. Cummings,Sookhee Ha,Karen Dorso,Mary Motyl,Hiranthi Jayasuriya,John G. Ondeyka,Kithsiri Herath,Chaowei Zhang,Lorraine D. Hernandez,John J. Allocco,Angela Basilio,José R. Tormo,Olga Genilloud,Francisca Vicente,Fernando Pelaez,Lawrence F. Colwell,Sang Ho Lee,B.F. Michael,Thomas J. Felcetto,Charles Gill,Lynn L. Silver,Lynn L. Silver,Jeffery D. Hermes,Ken Bartizal,John F. Barrett,Dennis M. Schmatz,Joseph W. Becker,Doris F. Cully,Sheo B. Singh +38 more