Jump to main content
Jump to site search

Issue 47, 2012
Previous Article Next Article

Convenient method for the functionalization of the 4- and 6-positions of the androgen skeleton

Author affiliations

Abstract

The preparation and reactivity of steroidal vinyldiazo compounds is reported, providing a convenient, substituent tolerant, chemo- and stereoselective entry into 4- and 6-substituted androgen analogues from a common precursor. Under dirhodium catalysis, O–H insertion occurs at the carbenoid site, leading to 4-substituted steroids, but under silver catalysis, O–H insertion occurs at the vinylogous position, leading to 6-substituted steroids.

Graphical abstract: Convenient method for the functionalization of the 4- and 6-positions of the androgen skeleton

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 Mar 2012, accepted on 20 Apr 2012 and first published on 24 Apr 2012


Article type: Communication
DOI: 10.1039/C2CC31973J
Citation: Chem. Commun., 2012,48, 5838-5840
  •   Request permissions

    Convenient method for the functionalization of the 4- and 6-positions of the androgen skeleton

    D. Morton, A. R. Dick, D. Ghosh and H. M. L. Davies, Chem. Commun., 2012, 48, 5838
    DOI: 10.1039/C2CC31973J

Search articles by author

Spotlight

Advertisements