|Title||N-bromosuccinimide promoted ring expansion reactions: Diastereoselective formation of functionalized azaspirocyclic cyclopentanones|
|Publication Type||Journal Article|
|Year of Publication||2003|
|Authors||Hurley, PB, Dake, GR|
|Type of Article||Article|
|Keywords||bromine, CONSTRUCTION, entry, HALICHLORINE, ION, KETONES, PINNAIC ACID, piperidines, REDUCTION, ring expansion, spiro compounds, SPIROCYCLIC CORE, STEREOSELECTIVE|
N-Bromosuccinimide (NBS) induces ring enlargements of 2-(1-hydroxycyclobutyl)-p-toluenesulfonylenamides such as 1. These high yielding reactions typically occur with good diastereoselectivity. This ring expansion protocol under neutral conditions forms compounds that are potentially versatile intermediates for the construction of spirocycle-containing alkaloids.
|URL||<Go to ISI>://000186450900005|