Large Scale Oxidative Cyclization of ( E )‐Hex‐3‐en‐1‐yl (4‐Methoxyphenyl)sulfamate

Author:

Shinde Anand H.,Sathyamoorthi* Shyam

Abstract

Abstract This chapter describes the procedure for large scale oxidative cyclization of (E)‐Hex‐3‐en‐1‐yl (4‐Methoxyphenyl)sulfamate. It presents some of the important points to be considered, the conditions that need to be maintained, characterization data, and the reagents required, as well as the techniques used and the equipment setup that are vital to carrying out the process. The chapter also describes the hazards associated with working with chemicals and the ways to deal with these hazards. The aza ‐Wacker cyclization is a very elegant but relatively underexplored alkene functionalization reaction. To date, most aza ‐Wacker protocols have been developed with alkenyl amines or amides, thus requiring the nitrogen functionality to be native to the molecule.

Publisher

Wiley

Reference27 articles.

1. Corresponding author: Shyam Sathyamoorthi ssathyam@ku.edu;https://orcid.ord/0000‐0003‐4705‐7349. Address of all authors: Department of Medicinal Chemistry University of Kansas Lawrence KS 66047 Funding: This work was supported by start‐up funding provided jointly by the University of Kansas Office of the Provost and the Department of Medicinal Chemistry as well as a grant from the COBRE Protein Structure and Function Small Grants Program. Support for the NMR instrumentation was provided by the NIH Shared Instrumentation Grant #S10RR014767.

2. An improved synthesis of sulfamoyl chlorides

3. Palladium(II)-Catalyzed Alkene Functionalization via Nucleopalladation: Stereochemical Pathways and Enantioselective Catalytic Applications

4. Ligand-Promoted Palladium-Catalyzed Aerobic Oxidation Reactions

5. Palladium-Catalyzed Aerobic Oxidative Amination of Alkenes:  Development of Intra- and Intermolecular Aza-Wacker Reactions

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