Issue 17, 2012
From the journal:

Organic & Biomolecular Chemistry

Lewis acid-mediated radical cyclization: stereocontrol in cascade radical addition–cyclization–trapping reactions†

Hideto Miyabe,*ab   Ryuta Asadaa  and  Yoshiji Takemoto*a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
E-mail: takemoto@pharm.kyoto-u.ac.jp

b School of Pharmacy, Hyogo University of Health Sciences, Minatojima, Chuo-ku, Kobe 650-8530, Japan
E-mail: miyabe@huhs.ac.jp
Fax: +81-78-304-2794

Abstract

An efficient approach for achieving radical cyclizations by using hydroxamate ester as a coordination tether with Lewis acid was studied. The chiral Lewis acid-mediated cascade radical addition–cyclization–trapping reaction proceeded smoothly with good enantio- and diastereoselectivities, providing various chiral γ-lactams.

Graphical abstract: Lewis acid-mediated radical cyclization: stereocontrol in cascade radical addition–cyclization–trapping reactions

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Article information

DOI
https://doi.org/10.1039/C2OB25073J
Article type
Paper
Submitted
11 Jan 2012
Accepted
05 Mar 2012
First published
06 Mar 2012

Org. Biomol. Chem., 2012,10, 3519-3530

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Lewis acid-mediated radical cyclization: stereocontrol in cascade radical addition–cyclization–trapping reactions

H. Miyabe, R. Asada and Y. Takemoto, Org. Biomol. Chem., 2012, 10, 3519 DOI: 10.1039/C2OB25073J

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