Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution. DeGlopper, K. S., Dennis, J. M., & Johnson, J. B. Tetrahedron Letters, 55(10):1843--1845, March, 2014. ![Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex A range of 3-substituted-γ-hydroxylactams have been prepared via the uncatalyzed addition of organozinc 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.
@article{ deglopper_efficient_2014,
title = {Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution},
volume = {55},
issn = {0040-4039},
shorttitle = {Efficient access to 3-substituted-γ-hydroxylactams},
url = {http://www.sciencedirect.com/science/article/pii/S0040403914001865},
doi = {10.1016/j.tetlet.2014.01.130},
abstract = {A range of 3-substituted-γ-hydroxylactams have been prepared via the uncatalyzed addition of organozinc 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.},
number = {10},
urldate = {2014-08-05TZ},
journal = {Tetrahedron Letters},
author = {DeGlopper, Kimberly S. and Dennis, Joseph M. and Johnson, Jeffrey B.},
month = {March},
year = {2014},
keywords = {Directing groups, Imides, Nucleophilic addition, Organozinc reagents},
pages = {1843--1845}
}
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