Journal of the American Chemical Society

A new approach to the Nazarov reaction via sequential electrocyclic ring opening and ring closure

TN Grant, FG West

Index: Grant, Tina N.; West Journal of the American Chemical Society, 2006 , vol. 128, # 29 p. 9348 - 9349

Full Text: HTML

Citation Number: 65

Abstract

Regioselective dichlorocyclopropanation of 2-silyloxydienes furnishes vinylcyclopropanol silyl ethers in good yield. Treatment with silver (I) at room temperature effects disrotatory electrocyclic opening to a 2-chloro-3-silyloxypentadienyl cation, which then undergoes conrotatory (Nazarov) electrocyclization to provide chlorocyclopentenones. This two-step sequence offers a convenient and mild alternative to the standard Nazarov cyclization ...

~82%

Synthesis of β-fluoroenones and their reductive rearrangemen...

[He, Yan; Shen, Nana; Fan, Xuesen; Zhang, Xinying Tetrahedron, 2013 , vol. 69, # 41 p. 8818 - 8823]

Cascade synthesis of (E)-2-alkylidenecyclobutanols

[Falck; He, Anyu; Manmohan Reddy; Kundu, Abhijit; Barma, Deb K.; Bandyopadhyay; Kamila, Sukanta; Akella, Radha; Bejot, Romain; Mioskowski, Charles Organic Letters, 2006 , vol. 8, # 20 p. 4645 - 4647]

New synthetic applications of organotin compounds: synthesis...

[Bellina, Fabio; Carpita, Adriano; Ciucci, Donatella; De Santis, Massimo; Rossi, Renzo Tetrahedron, 1993 , vol. 49, # 21 p. 4677 - 4698]

Stereoselective Olefination of N??Sulfonyl Imines with Stabi...

[Fang, Fan; Li, Yuan; Tian, Shi-Kai European Journal of Organic Chemistry, 2011 , # 6 p. 1084 - 1091]

Part I: The Development of the Catalytic Wittig Reaction

[O'Brien, Christopher J.; Nixon, Zachary S.; Holohan, Andrew J.; Kunkel, Stephen R.; Tellez, Jennifer L.; Doonan, Bryan J.; Coyle, Emma E.; Lavigne, Florie; Kang, Lauren J.; Przeworski, Katherine C. Chemistry - A European Journal, 2013 , vol. 19, # 45 p. 15281 - 15289]