Iridium-Catalyzed Asymmetric Addition of Thiophenols to Oxabenzonorbornadienes

Sifeng Li, Zhiwu Lu, Ling Meng, Jun Wang

Research output: Contribution to journalArticlepeer-review

Abstract

A highly efficient asymmetric ring addition reaction of oxabenzonorbornadienes with thiophenols using an iridium/(S)-xyl-binap catalyst is developed. This catalyst system overcomes catalyst poisoning and background reactions and allows the formation of exclusive thiol addition products in high yields (up to 97% yield) with excellent enantioselectivities (up to 98% ee). Particularly noteworthy is that no competitive ring-opened side products are observed. X-ray crystal structure analysis confirmed the adduct is solely in the exo-configuration.
Original languageEnglish
Pages (from-to)5276–5279
Number of pages4
JournalOrganic Letters
Volume18
Issue number20
DOIs
Publication statusPublished - 2016

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