Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand

Kung Shou Yang; Kwunmin Chen

doi:10.1021/ol0173073

Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand

Kung Shou Yang, Kwunmin Chen^*

^*Corresponding author for this work

Department of Chemistry

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

37 Citations (Scopus)

Abstract

matrix presented Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0°C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical correlations.

Original language	English
Pages (from-to)	1107-1109
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	7
DOIs	https://doi.org/10.1021/ol0173073
Publication status	Published - 2002 Apr 4

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0173073

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title = "Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand",

abstract = "matrix presented Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0°C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical correlations.",

author = "Yang, {Kung Shou} and Kwunmin Chen",

year = "2002",

month = apr,

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doi = "10.1021/ol0173073",

language = "English",

volume = "4",

pages = "1107--1109",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand

AU - Yang, Kung Shou

AU - Chen, Kwunmin

PY - 2002/4/4

Y1 - 2002/4/4

N2 - matrix presented Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0°C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical correlations.

AB - matrix presented Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0°C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical correlations.

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U2 - 10.1021/ol0173073

DO - 10.1021/ol0173073

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ER -

Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand

Abstract

ASJC Scopus subject areas

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CCDC 188424: Experimental Crystal Structure Determination

CCDC 188426: Experimental Crystal Structure Determination

CCDC 188425: Experimental Crystal Structure Determination

Cite this

Enantioselective Aziridination of Alkenes with N-Aminophthalimide in the Presence of Lead Tetraacetate-Mediated Chiral Ligand

Abstract

ASJC Scopus subject areas

Access to Document

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Fingerprint

Datasets

CCDC 188424: Experimental Crystal Structure Determination

CCDC 188426: Experimental Crystal Structure Determination

CCDC 188425: Experimental Crystal Structure Determination

Cite this