%0 Journal Article
%A Valliant, John F.
%A Schaffer, Paul
%A Stephenson, Karin A.
%A Britten, James F.
%D 2001
%T Synthesis of Boroxifen, A Nido-Carborane Analogue of Tamoxifen
%U https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Boroxifen_A_i_N_i_i_ido-_i_Carborane_Analogue_of_Tamoxifen/3691671
%R 10.1021/jo0158229.s002
%2 https://acs.figshare.com/ndownloader/files/5782026
%K tamoxifen
%K breast cancer therapy agent
%K carborane analogue
%K NMR
%X A nido-carborane analogue of tamoxifen, the widely employed breast cancer therapy agent, was
prepared as an archetype of a potential new class of antiestrogen and boron neutron capture therapy
agent in which the carborane is incorporated within the framework of the parent compound. The
carborane was introduced through the reaction of 6,9-bis(acetonitrile)decaborane with a unique
and highly conjugated ene-yne, which was prepared stereoselectively. NMR spectroscopy and a
crystal structure of a key intermediate, the carborane analogue of chloro-tamoxifen, demonstrated
the structural similarities between the tamoxifen carboranes and their corresponding phenyl
analogues.
%I ACS Publications