The Journal of organic chemistry

Nitrenium ion azaspirocyclization-spirodienone cleavage: A new synthetic strategy for the stereocontrolled preparation of highly substituted lactams and N-hydroxy …

DJ Wardrop, MS Burge

Index: Wardrop, Duncan J.; Burge, Matthew S. Journal of Organic Chemistry, 2005 , vol. 70, # 25 p. 10271 - 10284

Full Text: HTML

Citation Number: 51

Abstract

Although 1, 4-cyclohexadienes 2, obtained through the Birch reduction of arenes 1, have found widespread use as masked β-oxo carbonyl synthons 3, the possibility that 2, 5- cyclohexadienones 5 might also be employed to the same end has been overlooked despite their ready availability. As part of our ongoing investigation of the synthetic chemistry of nitrenium ions, we have developed a novel and efficient strategy for the stereoselective ...