Efficient access to 3-substituted-gamma-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution. DeGlopper, K. S.; Dennis, J. M.; and Johnson, J. B. Tetrahedron Letters, 55(10):1843--1845, March, 2014. WOS:000332803800039
doi  abstract   bibtex   
A range of 3-substituted-gamma-hydroxylactams have been prepared via the uncatalyzed addition of organo-zinc nucleophiles to cyclic imides. This reactivity is primarily limited to imides containing heterocyclic N-substitution, but proceeds efficiently with a variety of diorganozinc reagents, including those prepared and utilized without purification, as well as organozinc halides. It is hypothesized that the presence of a Lewis basic directing group is required for optimum reactivity. (C) 2014 Elsevier Ltd. All rights reserved.
@article{ deglopper_efficient_2014,
  title = {Efficient access to 3-substituted-gamma-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution},
  volume = {55},
  issn = {0040-4039},
  doi = {10.1016/j.tetlet.2014.01.130},
  abstract = {A range of 3-substituted-gamma-hydroxylactams have been prepared via the uncatalyzed addition of organo-zinc nucleophiles to cyclic imides. This reactivity is primarily limited to imides containing heterocyclic N-substitution, but proceeds efficiently with a variety of diorganozinc reagents, including those prepared and utilized without purification, as well as organozinc halides. It is hypothesized that the presence of a Lewis basic directing group is required for optimum reactivity. (C) 2014 Elsevier Ltd. All rights reserved.},
  number = {10},
  journal = {Tetrahedron Letters},
  author = {DeGlopper, Kimberly S. and Dennis, Joseph M. and Johnson, Jeffrey B.},
  month = {March},
  year = {2014},
  note = {{WOS}:000332803800039},
  pages = {1843--1845}
}
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