244109-45-3Relevant academic research and scientific papers
Organocatalytic asymmetric synthesis of 5-(trialkylsilyl)cyclohex-2-enones and the transformation into useful building blocks
Bolze, Patrick,Dickmeiss, Gustav,Jorgensen, Karl Anker
supporting information; experimental part, p. 3753 - 3756 (2009/07/01)
(Chemical Equation Presented) A simple organocatalytic approach to highly attractive chiral building blocks is presented. By the reaction of β-ketoesters with αβ-unsaturated aldehydes using a chiral IMS-protected prolinol as the catalyst, optically active 5-(trialkylsilyl) cyclohex-2-enones are formed in good yields and with 98-99% ee. The applications of 5-(trialkylsilyl)cyclohex-2-enones for the formation of 5-(hydroxy)cyclohex- 2-enones and the A-ring of 19-nor-1α,25-dihydroxyvitamin D3 are also presented.
Simple and practical routes to enantiomerically pure 5-(Trialkylsilyl)-2-cyclohexenones
Sarakinos, Georgios,Corey
, p. 811 - 814 (2008/02/12)
Formula presented Enantiomerically pure chiral 5-silylated 2-cyclohexenones are easily prepared in high yield using as a key step kinetic resolution with a commercially available lipase. Fully active enzyme can be recovered very efficiently for reuse. The
