Use this URL to cite or link to this record in EThOS:
Title: Rhodium carboxylates as catalysts for carbenoid transformations
Author: Ferris, Leigh
ISNI:       0000 0001 3463 2477
Awarding Body: Loughborough University
Current Institution: Loughborough University
Date of Award: 1996
Availability of Full Text:
Access from EThOS:
Access from Institution:
Chapter One reviews the literature, discussing the application of metallocarbenoids in asymmetric synthesis. This introduction is mainly concerned with asymmetric carbon-carbon and carbon-heteroatom bond forming reactions and pays particular attention to the levels of stereoselectivity that have been achieved. Chapter Two discusses the use of novel homochiral rhodium(II) carboxylates to effect asymmetric induction in a range of carbenoid transformations. The preparation of these novel rhodium(II) carboxylates is discussed, together with their application in asymmetric catalysis. The work presented is particularly concerned with the insertion of rhodium carbenoids into the heteroatom-hydrogen bond of alcohols, thiols, amines and silanes to prepare enantiomerically enriched a-substituted esters. Chapter Three discusses the generation of oxygen and sulfur ylides followed by a [2,3] sigmatropic rearrangement to generate enantiomerically enriched esters containing a quaternary chiral centre. Asymmetric cyclopropanations and carbon-hydrogen insertion reactions are also discussed. Chapter Four examines the use of diazo phosphonoacetate in organic synthesis. The work has concentrated on the preparation of N-substituted aminophosphonoacetates, by the insertion reactions of anilines, amides and carbamates. These compounds have then been manipulated to prepare a series of amino esters and peptides.
Supervisor: Not available Sponsor: SERC ; SmithKline Beecham plc
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: Metallocarbenoids