Literature DB >> 22434240

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

Hideto Miyabe1, Ryuta Asada, Yoshiji Takemoto.   

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.

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Year:  2012        PMID: 22434240     DOI: 10.1039/c2ob25073j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Stereoselective synthesis of γ-lactams from imines and cyanosuccinic anhydrides.

Authors:  Darlene Q Tan; Ashkaan Younai; Ommidala Pattawong; James C Fettinger; Paul Ha-Yeon Cheong; Jared T Shaw
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

2.  Effect of Substituents and Stability of Transient Aluminum-Aminals in the Presence of Nucleophiles.

Authors:  Francis J Barrios; Brannon C Springer; Robert A Hazlitt; David A Colby
Journal:  Synthesis (Stuttg)       Date:  2014-12-05       Impact factor: 3.157

3.  Cascade radical reaction of substrates with a carbon-carbon triple bond as a radical acceptor.

Authors:  Hideto Miyabe; Ryuta Asada; Yoshiji Takemoto
Journal:  Beilstein J Org Chem       Date:  2013-06-13       Impact factor: 2.883

  3 in total

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