76119-02-3Relevant academic research and scientific papers
Conjugate allylation to α,β-unsaturated aldehydes with amphiphilic alkylation system, ATPH/allylcerium reagents
Ooi, Takashi,Miura, Tomoya,Kondo, Yuichiro,Maruoka, Keiji
, p. 3947 - 3950 (2007/10/03)
Conjugate allylation to α,β-unsaturated aldehydes has been successfully accomplished with a new amphiphilic alkylation system, aluminium tris(2,6-diphenylphenoxide) (ATPH)/allylcerium reagents. Diallylcerium chloride was found to be the most satisfactory
Conjugate allylation to α,β-unsaturated aldehydes with the new chemzyme p-F-ATPH
Ooi,Kondo,Maruoka
, p. 1183 - 1185 (2007/10/03)
Success at last: The 1,4-allylation of α,β-unsaturated aldehydes with selectivities up to 95/5 and yields of 83% has been achieved thanks to the newly developed Lewis acidic receptor p-F-ATPH (L= 2,6-(p-FC6H4)2C6H3O). In addition to a coordination site for the aldehyde, this possesses an appropriate coordination site for a reactive nucleophile, as shown schematically on the right.
Base Catalysed Rearrangements involving Ylide Intermediates. Part 4. Sigmatropic Rearrangements of 4-Dimethylaminobutenes and Sigmatropic Rearrangements of 3-Dimethylaminohexa-1,5-dienes
Jemison, Robert W.,Ollis, W. David,Sutherland, Ian O.,Tannock, James
, p. 1462 - 1472 (2007/10/02)
The sighmatropic rearrangement (11) -> (12) of the 9-dimethylamino-9-(1-phenylallyl)fluorene is a stereoselective process (84:16) at 170 deg C.Analogous rearrangements (16) -> (17) of the fluorene derivatives show that the reaction rate is increased by electron donating 9-substituents in the order O- > NMe2 > OMe.Similar substituent effects are observed for the Cope rearrangement (25) -> (26) of hexa-1,5-dienes. 4-Phenyl, 4,4-dimethyl, and 3-dimethylamino substituents are particularly effective in accelerating the rate of the rearrangement (25) -> (26).
