Lennon, John A. A.;
(1997)
Synthetic studies of the bryostatins.
Doctoral thesis (Ph.D), UCL (University College London).
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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-pp.ucl.ac.uk/id/eprint/10105025 |
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