Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process
摘要:
Samarium(II) iodide (SmI2) has been employed to promote an efficient 8-endo radical cyclization reaction of a variety of substituted olefinic ketones. Various substituted monocyclic, fused bicyclic, and bridged bicyclic cyclooctanols have been synthesized in fair to excellent yield via this protocol. In addition to delineating the synthetic potential of this reaction, experiments have been conducted to determine the source of reduced, noncyclized byproducts present in this and related SmI2-mediated reactions performed under protic conditions.
Enantioselective Synthesis of Cyclic Nitrones by Chemoselective Intramolecular Allylic Alkylation of Oximes
作者:Tobias Sandmeier、Erick M. Carreira
DOI:10.1002/anie.202100150
日期:2021.4.26
The enantio‐ and chemoselective iridium‐catalyzed N‐allylation of oximes is described for the first time. Intramolecular kinetic resolution provides access to cyclicnitrones and enantioenriched aliphatic allylic alcohols. Salient features of this transformation are its ability to employ E/Z‐isomeric mixtures of oxime starting materials convergently and high functional group tolerance. The implementation