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Synthetic studies of the bryostatins

Lennon, John A. A.; (1997) Synthetic studies of the bryostatins. Doctoral thesis (Ph.D), UCL (University College London). Green open access

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Abstract

The bryostatins constitute a family of macrocyclic lactones, with potent antineoplastic properties, that have recently been isolated from the marine organism Bugula neritina. This thesis discusses an asymmetric synthesis of an advanced intermediate corresponding to the C(17)-C(27) sector of bryostatin 1, starting from trans-1,4- hexadiene. A combination of a Sharpless asymmetric epoxidation and asymmetric dihydroxylation tactics were used to introduce the stereocentres at C(23) and C(26), C(25) and C(20) respectively, whilst substrate control introduced the fifth stereocentre at C(19). Attempted syntheses of fragments of Bryostatin 1 and 11 are also discussed.

Type: Thesis (Doctoral)
Qualification: Ph.D
Title: Synthetic studies of the bryostatins
Open access status: An open access version is available from UCL Discovery
Language: English
Additional information: Thesis digitised by ProQuest.
Keywords: Health and environmental sciences; Bryostatins
URI: https://discovery.ucl.ac.uk/id/eprint/10105025
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