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Thesis

Stereoselective cyclopropanations of allylic amines and derivatives

Abstract:

This thesis is concerned with the development and application of methods for the stereoselective cyclopropanation of allylic amines and derivatives. Firstly, a highly chemo- and stereoselective cyclopropanation of N,N-dibenzyl-protected allylic amines was developed using the highly reactive Shi’s carbenoid [CF₃CO₂ZnCH₂I]. Subsequent mechanistic studies revealed that the high diastereoselectivity of the reaction was likely to be due to coordination of the amine to the zinc carbenoid reagent. I...

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
New College
Role:
Author
More by this author
Division:
MPLS
Department:
Chemistry
Role:
Author

Contributors

Division:
MPLS
Department:
Chemistry
Role:
Supervisor
Publication date:
2009
Type of award:
DPhil
Level of award:
Doctoral
Awarding institution:
University of Oxford
Language:
English
Keywords:
Subjects:
UUID:
uuid:15907329-15e7-4cbd-ba46-2735ff4129ea
Local pid:
ora:3903
Deposit date:
2010-06-22

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