Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution
摘要:
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.
Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution
作者:Kimberly S. DeGlopper、Joseph M. Dennis、Jeffrey B. Johnson
DOI:10.1016/j.tetlet.2014.01.130
日期:2014.3
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.