Chapter 1 reviews the field of asymmetric synthesis with special emphasis on stereoselective enolate formation and reaction. The physical and chemical characteristics of [2.2]paracyclophane derivatives and other planar chiral compounds are examined and their role in asymmetric synthesis mentioned. Chapter 2 investigates the role of [2.2]paracyclophanes as planar chiral auxiliaries. The stereoselective production and α-substitution of [2.2]paracyclophane ester enolates is investigated. Chapter 3 introduces the field of boron stabilised carbanion chemistry and investigates the diastereoselective synthesis of <I>erythro</I>-1,2-diols by condensation/oxidation of boron stabilised carbanions with aromatic aldehydes. Phenylboronates are generated from the 1,2-diols in an attempt to determine stereochemistry.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:638517 |
| Date | January 1999 |
| Creators | Peverall, S. F. |
| Publisher | Swansea University |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
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