104750-50-7Relevant academic research and scientific papers
Kinetic and thermodynamic control in the stereospecific synthesis of cyclic ethers via phenylsulfanyl (PhS) migration
Eames, Jason,Warren, Stuart
, p. 3525 - 3528 (1996)
The factors controlling the stereospecific cyclisation of 1,3-diols with PhS migration to give THFs rather than oxetanes are reassessed in the light of evidence that these reactions are under thermodynamic control. Rearrangement of cyclic sulfites gives the nearest approach to kinetic control.
Rearrangements of phenylthio substituted 1,n-diols with toluene-p-sulfonic acid and with toluene-p-sulfonyl chloride
Djakovitch, Laurent,Eames, Jason,Jones, Ray V.H.,McIntyre, Sara,Warren, Stuart
, p. 1723 - 1726 (2007/10/02)
Rearrangement of a series of 1,n diols (n = 2 to 12), one OH group having an adjacent PhS group, under the two sets of conditions in the title, gives single compounds in high yields drawn drom four possible classes of product. The effects of chain length
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
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.
PHENYLTHIO(PhS) MIGRATION IN THE STEREOCONTROLLED SYNTHESIS OF ALLYLIC ALCOHOLS WITH 1,4 RELATED CHIRAL CENTRES.
Aggarwal, Varinder K.,Warren, Stuart
, p. 101 - 104 (2007/10/02)
Stereoselective aldol products are transformed by PhS migration into lactones, tetrahydrofurans, and, by subsequent Evans-Mislow rearrangement, into the title compounds with complete stereochemical control.
