✦ LIBER ✦

Cyclopropanation of nitroso Diels–Alder cycloadducts and application to the synthesis of a 2′,3′-methano carbocyclic nucleoside

✍ Scribed by Cheng Ji; Marvin J. Miller

Book ID: 104097856
Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 999 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.05.062

No coin nor oath required. For personal study only.

✦ Synopsis

Treatment of nitroso Diels-Alder cycloadducts 1 with diazomethane in the presence of palladium acetate gives synthetically useful exo-6-oxa-7-azatricyclo[3.2.1.02,4]octane derivatives 7 in good to excellent yield. Using this methodology, a conformationally restricted 2',3'-methano carbocyclic nucleoside was efficiently synthesized from nitroso cycloadduct 1a in 7 steps.

📜 SIMILAR VOLUMES

ChemInform Abstract: Cyclopropanation of

ChemInform Abstract: Cyclopropanation of Nitroso Diels—Alder Cycloadducts and Application to the Synthesis of a 2′,3′-Methano Carbocyclic Nucleoside.

✍ Cheng Ji; Marvin J. Miller 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

ChemInform Abstract: Synthesis of Nucleo

ChemInform Abstract: Synthesis of Nucleosides and Their Related Compounds. Part 45. The First Synthesis of a 2′,3′-Methano Carbocyclic Nucleoside.

✍ Nobuya Katagiri; Yoshitsugu Yamatoya; Minoru Ishikura 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

ChemInform Abstract: Efficient Functiona

ChemInform Abstract: Efficient Functionalization of Acylnitroso Cycloadducts: Application to the Syntheses of Carbocyclic Nucleoside Precursors.

✍ D. ZHANG; A. GHOSH; C. SUELING; M. J. MILLER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB

Synthesis of Bicyclo[3.1.0]hexanes Funct

Synthesis of Bicyclo[3.1.0]hexanes Functionalized at the Tip of the Cyclopropane Ring. Application to the Synthesis of Carbocyclic Nucleosides

✍ Comin, Maria J.; Parrish, Damon A.; Deschamps, Jeffrey R.; Marquez, Victor E. 📂 Article 📅 2006 🏛 American Chemical Society 🌐 English ⚖ 110 KB

Enantioselective Nitroso-Diels–Alder Rea

Enantioselective Nitroso-Diels–Alder Reaction and Its Application for the Synthesis of (−)-Peracetylated Conduramine A-1

✍ Chandan Kumar Jana; Stefan Grimme; Armido Studer 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 335 KB 👁 2 views

ChemInform Abstract: Hetero Diels-Alder

ChemInform Abstract: Hetero Diels-Alder Reactions with Nitroso Dienophiles: Application to the Synthesis of Natural Product Derivatives

✍ J. STREITH; A. DEFOIN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB