- Oxidative 1,4-diamination of dienes using simple urea derivatives.
Oxidative 1,4-diamination of dienes using simple urea derivatives.
Organic letters (2014-09-13)
Devendar Anumandla, Ryan Littlefield, Christopher S Jeffrey
PMID25215513
ABSTRACT
Diamination of alkenes and dienes has found widespread use in the synthesis of biologically active target molecules. Although the 1,2-diamination of alkenes has been comprehensively explored, versatile methods that install higher order 1,n-diamine moieties (e.g., n = 3-5) are not broadly developed. Herein, we report the development of an oxidative 1,4-diamination of dienes. This method represents one of the scarce examples of exclusive regioselectivity for 1,4-diamination. The reaction is easy to perform, uses simple reagents, works with a variety of functionalized dienes, and provides unique heterocyclic products.
MATERIALS
Product Number
Brand
Product Description
Urea, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Urea, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.0-100.5%, 99.0-101.0% (calc. on dry substance)