The development of novel organocatalysts for asymmetric methylene transfer in the Corey-Chaykovsky reaction
Citation:
Sarah Kavanagh, 'The development of novel organocatalysts for asymmetric methylene transfer in the Corey-Chaykovsky reaction', [thesis], Trinity College (Dublin, Ireland). School of Chemistry, 2012, pp 309Download Item:
Abstract:
To date, the enantioselective preparation of terminal three-membered heterocycles via the Corey-Chaykovsky (CC) reaction has been characterised by unsatisfactory
enantioselectivities. In the benchmark literature report involving asymmetric methylene transfer to benzaldehyde, the terminal epoxide product was afforded in 57% ee, while in the benchmark literature report involving asymmetric methylene transfer to an imine, the terminal aziridine product was formed in just 19% ee. Both of these procedures require the use of (superjstoichiometric quantities (one or two equivalents respectively) of chiral sulfide.
Author: Kavanagh, Sarah
Advisor:
Connon, StephenQualification name:
Doctor of Philosophy (Ph.D.)Publisher:
Trinity College (Dublin, Ireland). School of ChemistryNote:
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Chemistry, Ph.D., Ph.D. Trinity College Dublin.Metadata
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