Literature DB >> 12688754

N-silyl-tethered radical cyclizations: a new synthesis of gamma-amino alcohols.

Christophe Blaszykowski1, Anne-Lise Dhimane, Louis Fensterbank, Max Malacria.   

Abstract

[reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcohols. The silylation, radical cyclization, and oxidation reactions could be consolidated in a one-pot process.

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Year:  2003        PMID： 12688754     DOI： 10.1021/ol034288j

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Enantioselective total synthesis of (-)-acutumine.

Authors:  Fang Li; Samuel S Tartakoff; Steven L Castle
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

2.  Substituent effects on the rearrangements of cyclohexyl to cyclopentyl radicals involving avermectin-related radicals.

Authors:  Jennifer A R Luft; Tammo Winkler; Fiona M Kessabi; K N Houk
Journal:  J Org Chem       Date:  2008-10-09       Impact factor: 4.354

3.  Endo-selective Pd-catalyzed silyl methyl Heck reaction.

Authors:  Marvin Parasram; Viktor O Iaroshenko; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2014-12-17       Impact factor: 15.419
  3 in total

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