Copper(II) acetate promoted intramolecular diamination of unactivated olefins

  • J Am Chem Soc. 2005 Aug 17;127(32):11250-1. doi: 10.1021/ja053335v.
Thomas P Zabawa  1 ,  Dhanalakshmi Kasi ,  Sherry R Chemler
Affiliations
  • 1. Department of Chemistry, 618 Natural Sciences Complex, University at Buffalo, State University of New York, Buffalo, New York 14260, USA.
PMID: 16089447 DOI: 10.1021/ja053335v
Abstract

A concise method for the synthesis of cyclic sulfamides and vicinal diamines is presented. This method is enabled by Cu(OAc)2 and demonstrates a new transformation for this metal. Both five- and six-membered vicinal diamine-containing heterocycles have been synthesized in good to excellent yields, and substrate-based asymmetric induction has been achieved. This is the first reported example of intramolecular diamination of olefins.

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