109073-72-5Relevant academic research and scientific papers
Asymmetric [2,3]-sigmatropic Wittig rearrangement of chiral α-allyloxy-hydrazones
Enders, Dieter,Backhaus, Dirk,Runsink, Jan
, p. 1503 - 1528 (2007/10/03)
The asymmetric [2,3]-Wittig rearrangement of chiral α-allyloxy-hydrazones (S)-3 and (S)-7 proceeds with very good yields (72-100%) together with high syn-selectivities (87-97%) and asymmetric inductions (63-92%) to give the corresponding α-hydroxyhydrazones 4 and 8. Depending on the substitution patterns of the starting material, optically active aliphatic and aromatic α-hydroxyketones 5 or protected cyanohydrins 10 and α-hydroxyaldehydes 11 respectively, can be generated in high enantiomeric excesses (92-98%) and syn-selectivities (88->99%) after chromatographic purification and removal of the auxiliary.
Regiospecific Synthesis of β, γ-Unsaturated Ketones from Allylic Alcohols. Claisen Rearrangement of α-Allyloxy Ketone Enol Derivatives
Kachinsky, Joseph L. C.,Salomon, Robert G.
, p. 1393 - 1401 (2007/10/02)
β,γ-Unsaturated ketones are prepared with regiospecific C-C bond formation at the former γ-position of primary, secondary, or tertiary allylic alcohol precursors by a process involving sigmatropic Claisen rearrangement of intermediate α-allyloxy ket
