406460-97-7Relevant academic research and scientific papers
Enantioselective Desymmetrization of cis-3,5- O-Arylidenecyclohexanones Catalyzed by Cinchona-Derived Quaternary Ammonium Salts
Cortigiani, Mauro,Gillick Healy, Malachi,Mereu, Andrea,Adamo, Mauro F. A.
, p. 4112 - 4119 (2019/04/30)
An enantioselective protocol for the desymmetrization of cis-3,5-O-arylidenecyclohexanones has been developed that proceeded under the catalysis of readily available and inexpensive Cinchona-derived quaternary ammonium salts. The synthetic relevance of the methodology was exemplified by the synthesis of a key intermediate that could be used in the preparation of the active pharmaceutical ingredient, paricalcitol (Zemplar).
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.
