Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles

Mahesh P. Paudyal; Mingliang Wang; Juha H. Siitonen; Yimin Hu; Muhammed Yousufuddin; Hong C. Shen; John R. Falck; László Kürti

doi:10.1039/d0ob02122a

Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles

Mahesh P. Paudyal, Mingliang Wang, Juha H. Siitonen, Yimin Hu, Muhammed Yousufuddin, Hong C. Shen, John R. Falck, László Kürti

Biochemistry

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

6 Scopus citations

Abstract

A mild Rh-catalyzed method for synthesis of cyclic unprotected N-Me and N-H 2,3-aminoethers using an olefin aziridination-aziridine ring-opening domino reaction has been developed. The method is readily applicable to the stereocontrolled synthesis of a variety of 2,3-disubstituted aminoether O-heterocyclic scaffolds, including tetrahydrofurans, tetrahydropyrans and chromanes.

Original language	English (US)
Pages (from-to)	557-560
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	19
Issue number	3
DOIs	https://doi.org/10.1039/d0ob02122a
State	Published - Jan 21 2021

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles",

abstract = "A mild Rh-catalyzed method for synthesis of cyclic unprotected N-Me and N-H 2,3-aminoethers using an olefin aziridination-aziridine ring-opening domino reaction has been developed. The method is readily applicable to the stereocontrolled synthesis of a variety of 2,3-disubstituted aminoether O-heterocyclic scaffolds, including tetrahydrofurans, tetrahydropyrans and chromanes.",

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AU - Paudyal, Mahesh P.

AU - Wang, Mingliang

AU - Siitonen, Juha H.

AU - Hu, Yimin

AU - Yousufuddin, Muhammed

AU - Shen, Hong C.

AU - Falck, John R.

AU - Kürti, László

PY - 2021/1/21

Y1 - 2021/1/21

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AB - A mild Rh-catalyzed method for synthesis of cyclic unprotected N-Me and N-H 2,3-aminoethers using an olefin aziridination-aziridine ring-opening domino reaction has been developed. The method is readily applicable to the stereocontrolled synthesis of a variety of 2,3-disubstituted aminoether O-heterocyclic scaffolds, including tetrahydrofurans, tetrahydropyrans and chromanes.

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JF - Organic and Biomolecular Chemistry

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Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles

Abstract

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