A gold-catalyzed cycloisomerization/aerobic oxidation cascade strategy for 2-aryl indenones from 1, 5-enynes. Issue 47 (22nd November 2018)

• Record Type: Journal Article
• Authors: Guo, Jia; Peng, Xiaoshi; Wang, Xiaoyu; Xie, Fukai; Zhang, Xinhang; Liang, Guoduan; Sun, Zenghui; Liu, Yongxiang; Cheng, Maosheng; Liu, Yang
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 47(2018)
• Page Start: 9147
• Page End: 9151
• Publication Date: 2018-11-22
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02582g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The syntheses of 2-aryl indenones via gold(i )-catalyzed cyclization/aerobic oxidation was reported. The mechanism was probed by heavy atom labelling and control experiments. A formal total synthesis of isoprekinamycin was achieved. Abstract : A unique gold(i )-catalyzed 5- endo -dig cyclization/aerobic oxidation cascade strategy from 1, 5-enyne substrates with molecular oxygen as the oxidant to yield the indenone was described. The reaction mechanism was studied by heavy atom labelling and some related experiments. This method was applied to the formal total synthesis of isoprekinamycin.