Asymmetric [4 + 2] cycloaddition synthesis of 4H-chromene derivatives facilitated by group-assisted-purification (GAP) chemistry

Hossein Rouh, Yao Tang, Sai Zhang, Ahmed I.M. Ali, Kazimierz Surowiec, Daniel Unruh, Guigen Li

Research output: Contribution to journalArticlepeer-review

Abstract

In this work, we present a strategy for the preparation of functionalized 4H-chromene derivativesviaa Cs2CO3-catalyzed [4 + 2] cycloaddition of enantiopure chiral salicylN-phosphonyl imines with allenoates. Fifteen examples were achieved in excellent yields and diastereoselectivity. The products were purified simply by washing the crude mixture with hexanes following the Group-Assisted Purification (GAP) chemistry/technology to bypass traditional separation methods. The absolute configuration was unambiguously determined by X-ray structure analysis.

Original languageEnglish
Pages (from-to)39790-39796
Number of pages7
JournalRSC Advances
Volume11
Issue number63
DOIs
StatePublished - Dec 14 2021

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