150423-44-2Relevant academic research and scientific papers
Formation of non-racemic E- and Z-olefins based on discrimination of enantiotopic carbonyl groups in α-diketones by a chiral phosphonate reagent
Tanaka, Kiyoshi,Watanabe, Toshiyuki,Ohta, Yoshihisa,Fuji, Kaoru
, p. 8943 - 8946 (1997)
A chiral HWE reagent reacted with an alternative carbonyl group of meso-α-diketones of bicyclo[2.2.1] system to give non-racemic (Z)- and (E)-olefins, respectively.
Discrimination of carbonyl groups of meso-α-diketones with Horner-Wadsworth-Emmons reagent of chiral binaphthyl esters
Monguchi, Daiki,Ohta, Yoshihisa,Yoshiuchi, Tatsuya,Watanabe, Toshiyuki,Furuta, Takumi,Tanaka, Kiyoshi,Fuji, Kaoru
, p. 12712 - 12719 (2007)
Asymmetric Horner-Wadsworth-Emmons reactions of selected meso-α-dicarbonyl compounds with chiral phosphonate reagents, which possessed axially dissymmetric 1,1′-bi-2- or 8-naphthol at the carboxylate moiety as a chiral auxiliary, were examined. The reacti
Differentiation of enantiotopic carbonyl groups by the Horner-Wadsworth-Emmons reaction
Tanaka,Ohta,Fuji,Taga
, p. 4071 - 4074 (2007/10/02)
A chiral phosphonoacetate 2 differentiates the enantiotopic carbonyl groups in an α-diketones 5 to afford the Z-olefin 6 in high yield and ee. The absolute stereochemistry of 6 was determined by X-ray analysis of 8 derived from 6.
