Literature DB >> 17107053

Ene-like addition of an oxoammonium cation to alkenes: highly selective route to allylic alkoxyamines.

Priya P Pradhan1, James M Bobbitt, William F Bailey.   

Abstract

The oxoammonium cation of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1) adds rapidly at room temperature in an ene-like fashion to trisubstituted alkenes to afford allylic alkoxyamines in high yield. [reaction: see text]

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Year:  2006        PMID： 17107053     DOI： 10.1021/ol062196z

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


  2 in total

1.  Access to dienophilic ene-triketone synthons by oxidation of diketones with an oxoammonium salt.

Authors:  Nicholas A Eddy; Christopher B Kelly; Michael A Mercadante; Nicholas E Leadbeater; Gabriel Fenteany
Journal:  Org Lett       Date:  2011-12-29       Impact factor: 6.005

2.  Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions.

Authors:  Michael A Mercadante; Christopher B Kelly; James M Bobbitt; Leon J Tilley; Nicholas E Leadbeater
Journal:  Nat Protoc       Date:  2013-03-07       Impact factor: 13.491
  2 in total

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