120749-40-8Relevant academic research and scientific papers
Stereospecific Phenylthio Migrations in the Synthesis of Spirocyclic Lactones and Ethers from N-Methyl-4-Piperidone and Quinuclidin-3-one
Coldham, Iain,Warren, Stuart
, p. 2303 - 2308 (2007/10/02)
Single diastereoisomers of spirocyclic lactones and ethers have been prepared using intramolecular attack by the oxygen atom of a hydroxy or ester group onto an episulfonium ion.The sulfur group migrates with complete stereospecificity to give the saturat
Transformation of Cyclic α-Phenylthio Aldehydes by Stereoselective Aldol Reactions and Phenylthio Migration into Spirocyclic Lactones and Ethers, and E-Allylic Alcohols with 1,4-Related Chiral Centres
Aggarwal, Varinder K.,Coldham, Lain,McIntyre, Sara,Warren, Stuart
, p. 451 - 460 (2007/10/02)
syn- and anti-Selective aldol reactions between enolates of propionate esters and three α-phenylthio cycloalkanecarbaldehydes give single diastereoisomers of phenylthio alcohols which rearrange in acid with 5-hydroxy or 5-CO2H participation to give spiroc
STEREOCHEMICALLY CONTROLLED SYNTHESIS OF SPIROCYCLIC LACTONES AND ETHERS FROM N-METHYL-4-PIPERIDONE AND 3-QUINUCLIDINONE BY PHENYLTHIO MIGRATION
Coldham, Iain,Collington, Eric W.,Hallett, Peter,Warren, Stuart
, p. 5321 - 5324 (2007/10/02)
Phenylthio migration coupled to stereoselective aldol reactions provides single diastereoisomers of allylic sulphides and spirocyclic tetrahydrofurans and butenolides based on the piperidine and quinuclidine skeletons.
STEREOCHEMICAL CONTROL IN THE SYNTHESIS OF TETRAHYDROFURANS BY CYCLISATION OF DIOLS WITH PHENYLTHIO MIGRATION
Aggarwal, Varinder K.,Coldham, Iain,McIntyre, Sara,Sansbury, Francis H.,Villa, Maria-Jesus,Warren, Stuart
, p. 4885 - 4888 (2007/10/02)
Cyclisation of diols with PhS migration leads to tetrahydrofurans by inversion at both the migration origin and terminus.Cyclisation to a secondary migration terminus is controlled by stereochemical factors.
