Silver-promoted cinnamamidyl radical-mediated oxidative cascade cyclization: highly regioselective synthesis of phosphorylated azaspiro[4.5]decenones. Issue 19 (21st April 2016)

• Record Type: Journal Article
• Authors: Zhou, Zhao-Zhao; Zheng, Lan; Yan, Xiao-Biao; Jin, Dong-Po; He, Yu-Tao; Liang, Yong-Min
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 19(2016)
• Page Start: 4507
• Page End: 4510
• Publication Date: 2016-04-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob00505e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A novel cinnamamidyl radical-mediated oxidative cascade cyclization to synthesize phosphorylated azaspiro[4.5]decenones has been developed. Abstract : A silver-promoted oxidative cascade cyclization with a phosphorylation/1, 5-aryl migration/desulfonylation/dearomatization process is presented here, providing an efficient method to synthesize azaspiro[4.5]decenones with high regioselectivity. The cinnamamidyl radical, which has rarely been reported before, plays a key role in this reaction.