Recent advances in catalytic asymmetric intermolecular oxidation of alkynes. Issue 30 (10th July 2019)

• Record Type: Journal Article
• Authors: Shen, Wen-Bo; Tang, Xiang-Ting
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 30(2019)
• Page Start: 7106
• Page End: 7113
• Publication Date: 2019-07-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01096c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : In recent years, gold-metal-catalyzed intermolecular alkyne oxidation by an N -oxide oxidant, which presumably involves a gold carbenoid intermediate, has attracted increasing attention because it circumvents the employment of hazardous and potentially explosive diazocarbonyl compounds as starting materials for carbene generation. Abstract : In recent years, gold-catalyzed intermolecular alkyne oxidation by an N -oxide oxidant, which presumably involves a gold carbenoid intermediate, has attracted increasing attention because it circumvents the employment of hazardous and potentially explosive diazocarbonyl compounds as starting materials for carbene generation. More importantly, the development of a catalytic enantioselective version of the reaction can help achieve an array of asymmetric synthesis processes modified from various racemic transformations of the gold carbenoid intermediate. In this review, we will present an overview of these recent advances in the asymmetric transformations by utilizing chiral ligands, chiral N, N ′-dioxides and chiral substrates, aiming to facilitate progress in this fascinating field of research.