Ag/Brønsted Acid Co-Catalyzed Spiroketalization of β-Alkynyl Ketones toward Spiro[chromane-2,1′-isochromene] Derivatives

Shuai Liu, Xin Chan Lan, Ke Chen, Wen Juan Hao, Guigen Li, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticle

60 Scopus citations

Abstract

A new Ag/Brønsted acid co-catalyzed spiroketalization of β-alkynyl ketones with para-quinone methides (p-QMs) has been established, enabling multiple C-C and C-O bond-forming events to access densely functionalized spiro[chromane-2,1′-isochromene] derivatives with generally excellent diastereoselectivity and good yields. A reasonable mechanism for forming these 6,6-dibenzannulated spiroketals involving 6-endo-dig oxo-cyclization and 1,6-addition-cyclization cascades is proposed.

Original languageEnglish
Pages (from-to)3831-3834
Number of pages4
JournalOrganic Letters
Volume19
Issue number14
DOIs
StatePublished - Jul 21 2017

Fingerprint Dive into the research topics of 'Ag/Brønsted Acid Co-Catalyzed Spiroketalization of β-Alkynyl Ketones toward Spiro[chromane-2,1′-isochromene] Derivatives'. Together they form a unique fingerprint.

  • Cite this