Diastereoselective synthesis of substituted diaziridines from simple ketones and aldehydes

Alexander W. Beebe; Emma F. Dohmeier; Gustavo Moura-Letts

doi:10.1039/c5cc04813c

Diastereoselective synthesis of substituted diaziridines from simple ketones and aldehydes

Alexander W. Beebe
, Emma F. Dohmeier
, Gustavo Moura-Letts

Chemistry

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

22 Scopus citations

Abstract

Diastereopure substituted diaziridines from simple ketones, aldehydes and amines are here reported. These important chemical scaffolds are obtained in the presence of a weak inorganic base and hydroxylamine O-sulfonic acid (HOSA). This method introduces three stereocenters in one step to provide a wide variety of substituted diaziridines with high yields and diastereoselectivities.

Original language	English (US)
Pages (from-to)	13511-13514
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	70
DOIs	https://doi.org/10.1039/c5cc04813c
State	Published - Jul 20 2015

All Science Journal Classification (ASJC) codes

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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abstract = "Diastereopure substituted diaziridines from simple ketones, aldehydes and amines are here reported. These important chemical scaffolds are obtained in the presence of a weak inorganic base and hydroxylamine O-sulfonic acid (HOSA). This method introduces three stereocenters in one step to provide a wide variety of substituted diaziridines with high yields and diastereoselectivities.",

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AU - Beebe, Alexander W.

AU - Dohmeier, Emma F.

AU - Moura-Letts, Gustavo

N1 - Publisher Copyright: © The Royal Society of Chemistry 2015.

PY - 2015/7/20

Y1 - 2015/7/20

N2 - Diastereopure substituted diaziridines from simple ketones, aldehydes and amines are here reported. These important chemical scaffolds are obtained in the presence of a weak inorganic base and hydroxylamine O-sulfonic acid (HOSA). This method introduces three stereocenters in one step to provide a wide variety of substituted diaziridines with high yields and diastereoselectivities.

AB - Diastereopure substituted diaziridines from simple ketones, aldehydes and amines are here reported. These important chemical scaffolds are obtained in the presence of a weak inorganic base and hydroxylamine O-sulfonic acid (HOSA). This method introduces three stereocenters in one step to provide a wide variety of substituted diaziridines with high yields and diastereoselectivities.

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UR - https://www.scopus.com/pages/publications/84939817841#tab=citedBy

U2 - 10.1039/c5cc04813c

DO - 10.1039/c5cc04813c

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JO - Chemical Communications

JF - Chemical Communications

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Diastereoselective synthesis of substituted diaziridines from simple ketones and aldehydes

Abstract

All Science Journal Classification (ASJC) codes

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