Catalytic enantioselective synthesis of 2-aryl-chromenes

Bi Shun Zeng; Xinyi Yu; Paul W. Siu; Karl A. Scheidt

doi:10.1039/c4sc00423j

Catalytic enantioselective synthesis of 2-aryl-chromenes

Bi Shun Zeng, Xinyi Yu, Paul W. Siu, Karl A. Scheidt^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene. This journal is

Original language	English (US)
Pages (from-to)	2277-2281
Number of pages	5
Journal	Chemical Science
Volume	5
Issue number	6
DOIs	https://doi.org/10.1039/c4sc00423j
State	Published - Jun 2014

ASJC Scopus subject areas

General Chemistry

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10.1039/c4sc00423j

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abstract = "An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene. This journal is",

author = "Zeng, \{Bi Shun\} and Xinyi Yu and Siu, \{Paul W.\} and Scheidt, \{Karl A.\}",

year = "2014",

month = jun,

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language = "English (US)",

volume = "5",

pages = "2277--2281",

journal = "Chemical Science",

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publisher = "Royal Society of Chemistry",

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T1 - Catalytic enantioselective synthesis of 2-aryl-chromenes

AU - Zeng, Bi Shun

AU - Yu, Xinyi

AU - Siu, Paul W.

AU - Scheidt, Karl A.

PY - 2014/6

Y1 - 2014/6

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AB - An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene. This journal is

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Catalytic enantioselective synthesis of 2-aryl-chromenes

Abstract

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CCDC 984483: Experimental Crystal Structure Determination

CCDC 969569: Experimental Crystal Structure Determination

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Catalytic enantioselective synthesis of 2-aryl-chromenes

Abstract

ASJC Scopus subject areas

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CCDC 984483: Experimental Crystal Structure Determination

CCDC 969569: Experimental Crystal Structure Determination

Cite this