Thesis-1968-Kershaw.pdf (4.07 MB)
Download fileStudies in isoquinoline chemistry
thesis
posted on 2018-08-09, 13:57 authored by J.R. KershawThe use of Reissert compounds as intermediates for the synthesis of 1-benzylisoquinolines has been
investigated. An improved method, utilising sodium
hydride, for the generation of the carbanion of
Reissert compounds and subsequent reaction with benzyl
halides has been found and demonstrated to be a
general procedure. This method has been successfully
applied as the key stage in providing a new total synthesis of the alkaloid petaline.
The stereochemistry of the Reissert compound
system has been elucidated by spectroscopic techniques.
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- Chemistry