
TY  - JOUR
A1  - Cambie, RC 
A1  - Palmer, BD 
T1  - Chemistry of the Podocarpaceae. LXI. The rearrangement of aryl phosphates to <I>ortho</I>-hydroxyaryl phosphonates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 4
SP  - 827
EP  - 837
KW  - 
UR  - https://doi.org/10.1071/CH9820827 
N2  - Treatment of methyl 12-(diethoxyphosphoryloxy)podocarpa-8,11,13-trien-19-oate (14) or its 13-bromo derivative (7) with butyllithium effects a rearrangement of the phosphate group to give methyl 13-diethoxyphosphoryl-12-hydroxypodocarpa-8,11,13-trien-19-oate (11) in high yield. Similar treatment of some simple aryl phosphates indicates that the rearrangement is general. The reaction, which probably occurs by means of an ortho-metallation-nucleophilic displacement sequence, is superior to existing methods for the preparation of o-hydroxyaryl phosphonates. 
ER  -

