223382-95-4Relevant academic research and scientific papers
Towards the diastereoselective functionalization of non-racemic acetal derivatives of η6-arylcarbonyl complexes of tricarbonylchromium
Kendall, Jackie D.,Woodgate, Paul D.
, p. 1083 - 1096 (1998)
(S)-Butane-1,2,4-triol (2) has been investigated as a potential chiral auxiliary for the formation of non-racemic acetals derived from η6-arylcarbonyl complexes of tricarbonylchromium. Predominantly the cis dioxan (5) was formed from benzaldehyde, leading to preparation of the η6-Cr(CO)3 complex (16), and of the derived complexes (23) and (24). Lithiation-electrophile quenching of these complexes gave a mixture of products arising from ortho and benzylic functionalization. Reaction of acetophenone, or of the η6-Cr(CO)3 complexes (45) or (46), with either the triol (2) or its tris(silyl) ether (15) under conditions of kinetic or thermodynamic control gave an inseparable mixture of acetals.
