Asymmetric synthesis of homoallylic alcohols and their applications

QD Chemistry

Barlog, Maciej L. ; Kočovský, Pavel

University:University of Glasgow

Department:School of Chemistry

关键词: Asymmetric synthesis, allylation, Palladium catalysed reactions, Carbonylation, beta amino acids, isoxazolidines.;   

Others  :  http://theses.gla.ac.uk/2815/1/2011barlogphd.pdf

来源: University of Glasgow

【 摘 要 】

Herein it is presented a further development of the well-established catalytic asymmetric allylation of aldehydes leading to enantiopure homoallylic alcoholsStereogenic centre(s) served as the foundation for synthesis of a variety of other advanced intermediates and building blocks with multiple chiral centres -New approaches to homoallylic alcohols were dementrated with excellent control of chiral centers-Biologically relevant carbohydrate analogueswere synthesised in four possible configurations using singlet oxygen raction as the key step- δ-hydroxy-β-amino acidswere synthetised diastereoselectively using Pd catalysis as the key step. -A novel approach to synthesis ofisoxazolidines and pyrazolidineswas demonstrated