Use this URL to cite or link to this record in EThOS:
Title: Stereoselective synthesis of (-)-galanthamine and lupin-type alkaloids
Author: Miller, Iain Robert
ISNI:       0000 0004 2674 2715
Awarding Body: University of Southampton
Current Institution: University of Southampton
Date of Award: 2008
Availability of Full Text:
Full text unavailable from EThOS.
Please contact the current institution’s library for further details.
A new asymmetric synthetic route to (-)-galanthamine (1.01), a potent Amaryllidaceae alkaloid used in the symptomatic treatment of early on-set Alztheimer's disease (AD), was successfully developed with complete stereocontrol. Key to achieving high chemo-and stereo-selectivity in this approach was the use of transition metal (IM) mediated reactions, in the form of an enyne RCM; a Heck coupling and a titanium based asymmetric allylation. Additionally, application of an asymmetric imino-aldol reaction resulted in the short total synthesis of two Lupin-type alkaloids, tashiromine (3.01) and epilupinine (3.02).
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available