Issue 93, 2014
From the journal:

Chemical Communications

Direct enantiospecific substitution of primary α-aminoalkylferrocenes via Lewis acid-catalyzed C–N bond cleavage†

Meng-Guang Zhou,a   Wen-Zhao Zhanga  and  Shi-Kai Tian*a  

* Corresponding authors

a Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China
E-mail: tiansk@ustc.edu.cn
Tel: +86-551-6360-0871

Abstract

Highly enantioenriched primary α-aminoalkylferrocenes were found to undergo zinc chloride-catalyzed substitution with various carbon, nitrogen, and sulfur nucleophiles in an enantiospecific fashion through C–N bond cleavage. The reaction tolerates air and moisture and exhibits high atom-economy by releasing ammonia as the sole byproduct.

Graphical abstract: Direct enantiospecific substitution of primary α-aminoalkylferrocenes via Lewis acid-catalyzed C–N bond cleavage

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Article information

DOI
https://doi.org/10.1039/C4CC07196D
Article type
Communication
Submitted
12 Sep 2014
Accepted
06 Oct 2014
First published
06 Oct 2014

Chem. Commun., 2014,50, 14531-14534

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Direct enantiospecific substitution of primary α-aminoalkylferrocenes via Lewis acid-catalyzed C–N bond cleavage

M. Zhou, W. Zhang and S. Tian, Chem. Commun., 2014, 50, 14531 DOI: 10.1039/C4CC07196D

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