Jump to main content
Jump to site search

Issue 13, 2012
Previous Article Next Article

Differentiation of diastereotopic bromine atoms in SN2 reactions of gem-dibromides

Author affiliations

Abstract

A novel directed SN2 reaction of conformationally biased gem-dibromides and an arenesulfinate anion is described. The reaction results in the diastereoselective formation of α-bromosulfones. The selectivity originates from pre-coordination of the nucleophile to a free hydroxyl group in the γ-position.

Graphical abstract: Differentiation of diastereotopic bromine atoms in SN2 reactions of gem-dibromides

Back to tab navigation

Supplementary files

Publication details

The article was received on 05 Dec 2011, accepted on 19 Dec 2011 and first published on 20 Dec 2011


Article type: Communication
DOI: 10.1039/C2CC17599A
Chem. Commun., 2012,48, 1866-1867

  •   Request permissions

    Differentiation of diastereotopic bromine atoms in SN2 reactions of gem-dibromides

    N. Münster, K. Harms and U. Koert, Chem. Commun., 2012, 48, 1866
    DOI: 10.1039/C2CC17599A

Search articles by author

Spotlight

Advertisements