87512-43-4Relevant academic research and scientific papers
Stereoselective intramolecular acylation of y'-benzoyloxyphosphine oxides with an internal chlorotrimethylsilane trap: Isolation of silylated tetrahedral intermediates
Feeder, Neu,Hutton, Gordon,Nelson, Adam,Warren, Stuart
, p. 3413 - 3424 (2007/10/03)
The kinetic products of the intramolecular acylation of y'-benzoyloxyphosphine oxides were revealed by conducting the reaction in the presence of an internal trapping agent. A high level of stereocontrol over the formation of both ' : ' the stereogenic centre a to phosphorus and the hemiacetal centre was observed. The stereochemistry of the products was determined by X-ray crystallography and 'H NMR and the stereoselectivity of the reaction is explained in terms of the known structure and configurational instability of lithiated phosphine oxides. The Royal Society of Chemistry 1999.
Stereoselective Acyl Transfer Reactions controlled by the Diphenylphosphinoyl Group: X-ray Structures of Stable Crystalline Silylated Tetrahedral Intermediates
Feeder, Neil,Hutton, Gordon,Warren, Stuart
, p. 5911 - 5914 (2007/10/02)
Acyl transfer with LDA on benzoates of single diastereoisomers of 3-hydroxyalkyldiphenylphosphine oxides in the presence of trimethylsilyl chloride gives silylated tetrahedral intermediates in carbonyl displacement reactions with the stereochemically cont
STEREOCHEMICALLY CONTROLLED SYNTHESIS OF UNSATURATED ACIDS VIA DIPHENYLPHOSPHINOYL(Ph2PO)-KETOACIDS
Levin, Daniel,Warren, Stuart
, p. 505 - 508 (2007/10/02)
Acylation of phosphine oxide anions with derivatives of cyclic anhydrides or oxidative cleavage of cyclic allyl phosphine oxides gives Ph2PO-ketoacids: reduction, separation of diastereoisomers, and completion of the Horner-Wittig reaction gives single isomers (E or Z) of unsaturated acids.
Synthesis of β-(Diphenylphosphinoyl) Ketones
Bell, Andrew,Davidson, Alan H.,Earnshaw, Chris,Norrish, Howard K.,Torr, Richard S.,et al.
, p. 2879 - 2892 (2007/10/02)
The title compounds may be made by addition of phosphorus nucleophiles (Ph2PO-, Ph2POMgX, Ph2PCl) to enones, by addition of phosphorus-stabilised carbanions to a α-carbonyl cation equivalents (2,3-dichloropropene, epoxides, and α-MeO-ketones) and by oxidation of allyl diphenylphosphine oxides.
Synthesis of an Unstable Allyl Sulphide from an Allyl Phosphine Oxide
Torr, Richard S.,Warren, Stuart
, p. 1169 - 1172 (2007/10/02)
The epoxide (8) reacts with PhSLi to give Horner-Wittig intermediate (9) and hence the allyl sulphide (10).The stereochemistry and reactions of the intermediates are described.
