Current Organic Chemistry

Author(s): Zita Zalan, Laszlo Lazar and Ferenc Fulop

DOI: 10.2174/1385272053174949

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Chemistry of Hydrazinoalcohols and their Heterocyclic Derivatives. Part 1. Synthesis of Hydrazinoalcohols

Page: [357 - 376] Pages: 20

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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