83845-69-6Relevant academic research and scientific papers
Polystyrene-supported benzyl selenide: An efficient reagent for highly stereocontrolled synthesis of olefins and allylic alcohols
Huang, Xian,Xu, Weiming
, p. 5495 - 5497 (2007/10/03)
Polystyrene-supported benzyl selenide has been prepared. This novel reagent was treated with LDA to produce a selenium-stabilized carbanion, which reacted with alkyl halide and epoxides, followed by selenoxide syn-elimination, to give olefins and allylic alcohols, respectively.
Intramolecular reductive cyclization of aldehydes and ketones with alkynes promoted by samarium(II) iodide
Shim,Hwang,Kang,Chang
, p. 4765 - 4768 (2007/10/02)
Samarium(II) iodide mediated intramolecular reductive coupling of carbonyl groups and alkynes in the presence of HMPA and t-BuOH was successfully performed to provide cyclized products. Some cyclic compounds containing a heteroatom such as oxygen or nitrogen were also efficiently prepared by this coupling reaction.
THE EFFECTS OF SUBSTITUENS AND SOLVENT POLARITY ON PHOTOCHEMICAL SIGMATROPIC SHIFTS. EXPERIMENTAL EVIDENCE IN FAVOUR OF THE OCCURRENCE OF SUDDEN POLARIZATION IN ACYCLIC ALKENES
Peijnenburg, W. J. G. M.,Buck, H. M.
, p. 4927 - 4940 (2007/10/02)
Furher experimental evidence regarding the occurence of sudden polarization in acyclic alkenes is presented.It is shown that the yield of formation of the product derived from an intramolecular photochemical -OH shift in the 1 is dependent only on the polarity of the solvent employed.This result could be well explained in terms of a stabilization of the zwitterionic intermediate formed upon irradiation of 1 by reorientation polarization of the dipole solvent molecules.Besides this, it was found that replacement of the alkyl group at the terminal carbon atom of the C3-C9 exocyclic double bond in 1 by a phenyl substituent led to the occurence of a photochemical -H shift.This directive effect of the substituents at the exocyclic double bond could be well explained on the basis of the sudden polarization model.
