
TY  - JOUR
A1  - Pert, DJ 
A1  - Ridley, DD 
T1  - Formylation of Estrogens
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 3
SP  - 405
EP  - 419
KW  - 
UR  - https://doi.org/10.1071/CH9890405 
N2  - Reimer-Tiemann formylations of oestradiol and oestrone were investigated and, whilst substitution was effected under certain conditions to give mixtures of 2- and 4-formyloestrogens, yields were very low and the method was unsuitable for preparative purposes. Regioselective methods were developed and 2-formyloestradiol was conveniently prepared from oestradiol by formylation of the lithio derivative of the bis(methoxymethyl) ether and removal of the rotecting groups with hydrochloric acid. 4-Formyloestradiol was prepared by a sequence of reactions starting with the methoxyethyl ether of 4-bromooestradiol, then metal-halogen interconversion, formylation with N-methylformanilide, and removal of the protecting group. A number of related derivatives, including 2-formyloestriol, were prepared. 
ER  -

