synthetic studies on chaksine
abstract
this thesis is concerned with the preliminary studies in the
synthesis of a monoterpenoid alkaloid, chaksine.
diethyl methylmalonate was alkylated with 1,3-dibromo propane
to give 2-(3-bromopropyl)-2-methylmalonate. hydrolysis and decarboxylation
of this product gave the mono acid which was then converted to
the corresponding ethyl ester. reduction with lithium borohydride
yielded the primary alcohol to which a tetrahydropyran protective group
was added. alkylation with diethyl malonate followed by acylation with
the mixed anhydride of isovaleric acid and carbobenzyloxyglycine gave
diethyl (see document for formula).
collections
- retrospective theses [1604]