Issue 20, 2008
From the journal:

Chemical Communications

Indium(i) iodide-catalyzed regio- and diastereoselective formal α-addition of an α-methylallylboronate to N-acylhydrazones†

Shū Kobayashi,*a   Hideyuki Konishia  and  Uwe Schneidera  

* Corresponding authors

a Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Agency (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
E-mail: shu_kobayashi@chem.s.u-tokyo.ac.jp
Fax: +81 3 5684 0634
Tel: +81 3 5841 4790

Abstract

Indium(I) iodide was found to catalyze the formal α-addition of an α-methylallylboronate to various N-acylhydrazones, in the presence of an alcohol additive, to afford the corresponding anti-α-adducts with high regio- and diastereoselectivity in high yields.

Graphical abstract: Indium(i) iodide-catalyzed regio- and diastereoselective formal α-addition of an α-methylallylboronate to N-acylhydrazones

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Article information

DOI
https://doi.org/10.1039/B802153H
Article type
Communication
Submitted
06 Feb 2008
Accepted
31 Mar 2008
First published
17 Apr 2008

Chem. Commun., 2008, 2313-2315

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Indium(I) iodide-catalyzed regio- and diastereoselective formal α-addition of an α-methylallylboronate to N-acylhydrazones

S. Kobayashi, H. Konishi and U. Schneider, Chem. Commun., 2008, 2313 DOI: 10.1039/B802153H

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