187160-96-9Relevant academic research and scientific papers
Diastereo- and enantioselective synthesis of polyfunctional cyclic ketones with neighboring quaternary and tertiary stereogenic centers via [2,3]Wittig rearrangement
Enders,Bartsch,Backhaus,Runsink,Raabe
, p. 1438 - 1442 (2007/10/03)
The diastereo- and enantioselective synthesis of β-substituted γ,δ-unsaturated cyclic α-hydroxy ketones 4 with neighboring quarternary and tertiary stereogenic centers via asymmetric [2,3]-Wittig rearrangement of SAEP-hydrazones 2 with good overall yields (58-74%), high anti-selectivities (92-94%) and excellent enantiomeric excesses (ee ≤ 96%) is described. The absolute configuration is determined by X-ray structure analysis of the hydrazone 3b and by 1H NMR NOE measurements.
