Gold‐Catalyzed Intramolecular Tandem Cyclization of Alkynol‐Tethered Alkylidenecyclopropanes to Construct Naphthalene‐Fused Eight‐ to Eleven‐Membered Cyclic Ethers. Issue 22 (26th October 2021)

• Record Type: Journal Article
• Authors: Tao, Leyi; Wei, Yin; Shi, Min
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 22(2021)
• Page Start: 5155
• Page End: 5161
• Publication Date: 2021-10-26
• Subjects: Gold catalysis -- cyclization -- alkynol-tethered alkylidenecyclopropanes -- ring-opening -- naphthalene-fused eight- to eleven-membered cyclic ethers; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202101095
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A gold‐catalyzed intramolecular tandem cyclization of alkynol‐tethered alkylidenecyclopropanes was reported in this paper, providing a synthetic route to access naphthalene‐fused eight‐ to eleven‐membered cyclic ether derivatives in moderate to good yields. On the basis of control experiments and DFT calculations, a reasonable reaction mechanism involving a gold carbene intermediate was proposed, which was formed via the 6‐endo‐dig enyne cyclization process. Abstract :