Improved route to 3-vinyl substituted cyclopentanones. Synthesis of (.+-.)-mitsugashiwalactone

WA Nugent, FW Hobbs Jr

Index: Nugent, William A.; Hobbs, Frank W. Journal of Organic Chemistry, 1986 , vol. 51, # 17 p. 3376 - 3378

Full Text: HTML

Citation Number: 30

Abstract

solution of the azido ketone (400 mmol) in methanol (300 mL) containing hydrogen chloride (400 mmol) and suspended 10% palladium on charcoal catalyst (4 g) was hydrogenated at 45 psig at room temperature for 5 h. The mixture was fiitered, the filtrate was evaporated in vacuo, and the residue was crystallized from a suitable solvent system. The yields and physical constants of these compounds are found in Table 11. l-Amino-4-phenyl-2- ...