29419-18-9Relevant academic research and scientific papers
Selektive Blockierung von primaeren oder sekundaeren Hydroxylgruppen mit elektroaktiven Schutzgruppen
Stouwe, Claus van der,Schaefer, Hans J.
, p. 946 - 958 (2007/10/02)
In a diol such as 17, at first the primary OH-group is blocked with an electroactive protecting group (18).Then the secondary OH-group is protected with a second group (19), that is reduced at more negative potentials.Controlled potential electrolysis selectively deblocks the primary OH-group.As protecting groups the tritylone (= 9,10-dihydro-10-oxo-9-phenyl-9-anthracenyl-) and 4-cyanobenzyl residue were suitable.With the help of a combination of these groups 1-dodecyloxy-3-octadecyloxy-2-propanol (27) was prepared starting with 1,2-O-isopropylideneglycerol (21).
