A simple and straightforward approach toward selective C=C bond reduction by hydrazine

Author:

Chen Hao1,Wang Jianmin1,Hong Xuechuan1,Zhou Hai-Bing1,Dong Chune1

Affiliation:

1. Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education, State Key Laboratory of Virology, Wuhan University School of Pharmaceutical Science, Wuhan 430071, P.R. China.

Abstract

A simple and straightforward method for reducing the C=C double bond with hydrazine is described. A number of representative C=C bonds in various steric and electronic environments were examined. Substituted alkenes can be selectively reduced in EtOH in the presence of hydrazine to give the corresponding products in up to 100% yields.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Reference23 articles.

1. aMarch, J. Advanced Organic Chemistry: Reactions, Mechanism, and Structure; 4th ed.; John Wiley: Hoboken, NJ, 1992;

2. bLarock, R. C. Comprehensive Organic Transformation: A Guide to Functional Group Preparations; Wiley-VCH: Hoboken, NJ, 1999.

3. Catalytic Homogeneous Asymmetric Hydrogenations of Largely Unfunctionalized Alkenes

4. Solid-Phase, Multicomponent Reactions of Methyleneaziridines:  Synthesis of 1,3-Disubstituted Propanones

5. Stereoselective Uncatalyzed Synthesis of 2,3-Unsaturated-4-N-substituted-β-O-glycosides by Means of a New d-Galactal-Derived N-(Mesyl)-aziridine

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