Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction

• Madhuri V. Shinde,
• Rohini S. Ople,
• Ekta Sangtani,
• Rajesh Gonnade and
• D. Srinivasa Reddy

Beilstein J. Org. Chem. 2015, 11, 1060–1067, doi:10.3762/bjoc.11.119

• , India 10.3762/bjoc.11.119 Abstract A novel and convenient method utilizing the Aubé reaction to access a new class of compounds that are similar to carbocyclic nucleosides is reported. The azido alcohol derived from Vince lactam undergoes the Aubé reaction with various cyclic ketones to give

• : Aubé reaction; biological activity; carbocyclic nucleosides; cyclopentenylated lactams; cyclopentylated lactams; Introduction One popular method for the synthesis of N-substituted lactams is the Aubé reaction [1][2][3][4]. Over the last few decades, this reaction has gained popularity and resulted in

• the production of a variety of chemical structures and generated new techniques in chemistry [5][6][7][8][9][10]. Additionally, it was applied to the synthesis of different natural products of biological importance [11][12][13][14][15]. In the Aubé reaction, an intermolecular reaction takes place