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

In this work, we present a strategy for the preparation of functionalized 4 -chromene derivatives a Cs CO -catalyzed [4 + 2] cycloaddition of enantiopure chiral salicyl -phosphonyl imines with allenoates. Fifteen examples were achieved in excellent yields and diastereoselectivity. The products were...

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Bibliographic Details
Published in:	RSC advances Vol. 11; no. 63; pp. 39790 - 39796
Main Authors:	Rouh, Hossein, Tang, Yao, Zhang, Sai, Ali, Ahmed I M, Surowiec, Kazimierz, Unruh, Daniel, Li, Guigen
Format:	Journal Article
Language:	English
Published:	England 13-12-2021
Online Access:	Get full text
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Summary:	In this work, we present a strategy for the preparation of functionalized 4 -chromene derivatives a Cs CO -catalyzed [4 + 2] cycloaddition of enantiopure chiral salicyl -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.
ISSN:	2046-2069 2046-2069
DOI:	10.1039/D1RA08323F