Enantiospecific total synthesis of the sesquiterpene antibiotics (-)-punctatin A and (+)-punctatin D

Takashi Sugimura, Leo A. Paquette

J. Am. Chem. Soc., 1987, 109 (10), pp 3017–3024

DOI: 10.1021/ja00244a025

Publication Date: May 1987

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Article

Enantiospecific total synthesis of the sesquiterpene antibiotics (-)-punctatin A and (+)-punctatin D

Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis

Total Synthesis of Plakilactones C, B and des-Hydroxyplakilactone B by the Oxidative Cleavage of Gracilioether Furanylidenes

Pestaloporonins: Caryophyllene-Derived Sesquiterpenoids from a Fungicolous Isolate of Pestalotiopsis sp.

Highly Rigid Labdane-Type Diterpenoids from a Chinese Liverwort and Light-Driven Structure Diversification

Synthesis of Tricyclo[4,3,1,0^1,5]decane Core of Plumisclerin A Using Pauson–Khand Annulation and SmI₂-Mediated Radical Cyclization

2-Aryl-3-methyloctahydrophenanthrene-2,3,7-triols as Potent Dissociated Glucocorticoid Receptor Agonists

Protecting-Group-Free Total Synthesis of Aplykurodinone-1

Studies toward the Generation of Functionalized Quaternary Carbon Centers Relying on Wittig and Wittig–Still Allylic Ether Anionic Transpositions

Formal Synthesis of Cortistatins

Phragmalin- and Mexicanolide-Type Limonoids from the Leaves of Trichilia connaroides

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Investigation of the Scope of a Co-Mediated O → C Ring-Contraction

Caryophyllene Sesquiterpenoids from a Fungicolous Isolate of Pestalotiopsis disseminata

Diastereoselective Yang Photocyclization Reactions in Solution. Synthesis of Enantiopure Azetidin-3-ol Derivatives

Probing the Formation of Bicyclo[4.2.0]octan-1-ols

Convergent Enantioselective Synthesis of Vinigrol, an Architecturally Novel Diterpenoid with Potent Platelet Aggregation Inhibitory and Antihypertensive Properties. 1. Application of Anionic Sigmatropy to Construction of the Octalin Substructure

Toward the Total Synthesis of Variecolin

Synthesis of Bridged Bicyclic Ethers and Fused Oxetanes from Pyran-4-ones via Tandem Solvent Trapping and Norrish Type II Cyclization¹

Benzotriazole-Mediated [2,3]-Wittig Rearrangement. General and Stereocontrolled Syntheses of Homoallyl Alcohols and β,γ-Unsaturated Ketones

Total Synthesis of the Tetracyclic Sesquiterpene (±)-Punctaporonin C

Totalsynthese des tetracyclischen Sesquiterpens (±)-Punctaporonin C

Ein neuartiger Einstieg in Wittig-Umlagerungen – Eine stereoselektive [1,2]-Wittig-Umlagerung mit Konfigurationsumkehr am Carbanion-Zentrum

[2,3]-Wittig-Umlagerungen von nichtkonjugierten sekundären α-Lithioethern: Nachweis von Stereospezifität und Umkehr der Konfiguration am Carbanion-C-Atom

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Enantiospecific total synthesis of the sesquiterpene antibiotics (-)-punctatin A and (+)-punctatin D

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