Abstract
The first route to 5-alkyl substituted and purely trans-configurated 1,4-dioxanecarboxylic
acids 3 is described. The mesogenic properties
of the esters 17 and 20,
which are derived from the acids 3 and
esters 19 (prepared from the hemiacetal 8a), are studied and compared. An enantioselective
route to 1,4-dioxanecarboxylic acid 3a is
explained, and takes advantage of the stereoselective addition of
the bromolithioalkene 11b to heptanal.
Key words
heterocycles - esters - stereoselective synthesis - liquid crystals - ring closure
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