Synthesis of Oxiranes and Aziridines from Aldehydes and Imines Using Anionic Homologation Approaches

Michael D. Delost; Jon T. Njardarson

doi:10.1002/9783527830237.ch17

Synthesis of Oxiranes and Aziridines from Aldehydes and Imines Using Anionic Homologation Approaches

Research output: Chapter in Book/Report/Conference proceeding › Chapter

Abstract

This chapter journeys through creative homologation contributions made in accessing oxiranes and aziridines from carbonyl and imine platforms beginning in the late 1800s to present times. Significant emphasis was placed on Darzens [2+1]-inspired annulations, with selected contributions in ylide and diazo chemistry following in later sections. Mechanistic analysis of selected strategies as well as applications to total synthesis are described.

Original language	English (US)
Title of host publication	Homologation Reactions
Subtitle of host publication	Reagents, Applications, and Mechanisms: Volume 1 and 2
Publisher	Wiley
Pages	619-660
Number of pages	42
Volume	1-2
ISBN (Electronic)	9783527830237
ISBN (Print)	9783527351244
DOIs	https://doi.org/10.1002/9783527830237.ch17
State	Published - Jan 1 2023
Externally published	Yes

Keywords

Aziridination
Darzens reaction
Epoxidation
Homologations
[2+1] annulations

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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10.1002/9783527830237.ch17

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abstract = "This chapter journeys through creative homologation contributions made in accessing oxiranes and aziridines from carbonyl and imine platforms beginning in the late 1800s to present times. Significant emphasis was placed on Darzens [2+1]-inspired annulations, with selected contributions in ylide and diazo chemistry following in later sections. Mechanistic analysis of selected strategies as well as applications to total synthesis are described.",

keywords = "Aziridination, Darzens reaction, Epoxidation, Homologations, [2+1] annulations",

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KW - Epoxidation

KW - Homologations

KW - [2+1] annulations

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Synthesis of Oxiranes and Aziridines from Aldehydes and Imines Using Anionic Homologation Approaches

Abstract

Keywords

ASJC Scopus subject areas

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