114968-90-0Relevant academic research and scientific papers
A convenient triisobutylaluminium (TIBAL)-promoted Johnson-Claisen approach to γ,δ-unsaturated alcohols
Cosgrove, Kelly L.,McGeary, Ross P.
experimental part, p. 1749 - 1752 (2009/12/04)
Mixed ortho esters derived from allylic alcohols undergo methanol elimination in the presence of triisobutylaluminium (TIBAL) at room temperature to form mixed ketene acetals. TIBAL then promotes immediate Claisen rearrangement of these intermediates, and
PALLADIUM-CATALYZED ALLYLATION OF α-ISOCYANOCARBOXYLATES
Ito, Yoshihiko,Sawamura, Masaya,Matsuoka, Masato,Matsumoto, Yonetatsu,Hayashi, Tamio
, p. 4849 - 4852 (2007/10/02)
α-Isocyanocarboxylates underwent palladium-catalyzed allylation with allylic acetates, in which Π-allylpalladium(II)intermediate was involved.The catalytic allylation of methyl α-isocyano(phenyl)acetate using an optically active ferrocenylphosphine ligand
Stereo- and Regiochemistry in Palladium-Catalyzed Nucleophilic Substitution of Optically Active (E)- and (Z)-Allyl Acetates
Hayashi, Tamio,Yamamoto, Akihiro,Hagihara, Toshiya
, p. 723 - 727 (2007/10/02)
Optically acive (E)- and (Z)-allyl acetates, 3-acetoxy-1-phenyl-1-butene (1) and its regioisomer, 1-acetoxy-1-phenyl-3-butene (2), were allowed to react with sodium dimethyl malonate, sodium acetylacetonate, and sodium methyl acetoacetate in the presence of a palladium catalyst.The reaction of (E)-acetates proceeded with retention of configuration and that of (Z)-acetates proceeded with inversion accompanied by geometrical isomerization from Z to E.The stereochemistry observed in the reaction with phenylzinc bromide was opposite to that with the soft nucleophiles.
