Abstract
Hydrazinoalcohols are versatile di- or trifunctional compounds with wide-ranging possibilities for application in organic synthesis. Numerous methods have been devised for the preparation of this family of compounds in recent decades. This review discusses the main pathways for the synthesis of hydrazinoalcohol derivatives, including epoxide ring-openings and nucleophilic substitutions by hydrazines, addition reactions to hydroxyhydrazones, hydrazine additions to olefinic bonds, electrophilic C- and N-amination reactions, cycloadditions, reductions of N-nitroso aminoalcohols and some unique procedures. The latest developments in these fields, involving both conventional and enzymatic catalytic methods of synthetic organic chemistry, allow the highly regio-, stereo- and enantioselective preparation of hydrazinoalcohol derivatives.
Keywords: hydrazinoalcohol, synthesis, heterocycles, hydrazine derivative, hydrolysis, stereoselectivity, nucleophiles
Current Organic Chemistry
Title: Chemistry of Hydrazinoalcohols and their Heterocyclic Derivatives. Part 1. Synthesis of Hydrazinoalcohols
Volume: 9 Issue: 4
Author(s): Zita Zalan, Laszlo Lazar and Ferenc Fulop
Affiliation:
Keywords: hydrazinoalcohol, synthesis, heterocycles, hydrazine derivative, hydrolysis, stereoselectivity, nucleophiles
Abstract: Hydrazinoalcohols are versatile di- or trifunctional compounds with wide-ranging possibilities for application in organic synthesis. Numerous methods have been devised for the preparation of this family of compounds in recent decades. This review discusses the main pathways for the synthesis of hydrazinoalcohol derivatives, including epoxide ring-openings and nucleophilic substitutions by hydrazines, addition reactions to hydroxyhydrazones, hydrazine additions to olefinic bonds, electrophilic C- and N-amination reactions, cycloadditions, reductions of N-nitroso aminoalcohols and some unique procedures. The latest developments in these fields, involving both conventional and enzymatic catalytic methods of synthetic organic chemistry, allow the highly regio-, stereo- and enantioselective preparation of hydrazinoalcohol derivatives.
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Cite this article as:
Zalan Zita, Lazar Laszlo and Fulop Ferenc, Chemistry of Hydrazinoalcohols and their Heterocyclic Derivatives. Part 1. Synthesis of Hydrazinoalcohols, Current Organic Chemistry 2005; 9 (4) . https://dx.doi.org/10.2174/1385272053174949
DOI https://dx.doi.org/10.2174/1385272053174949 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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