Investigation of novel stereoselective reactions
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. C...
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Swansea University
1999
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| Online Access: | http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.638517 |
| Summary: | 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. |
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