199613-48-4Relevant articles and documents
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).
Synthesis of diastereomers of 1,3-cis-25-dihydroxy-19-norvitamin D3
Usuda, Kosuke,Biswas, Tanima,Yamaguchi, Takuya,Akagi, Yusuke,Yasui, Koji,Uesugi, Motonari,Shimizu, Isao,Hosokawa, Seijiro,Nagasawa, Kazuo
, p. 1190 - 1195 (2016/08/11)
1β,3β,25-Dihydroxy-19-norvitamin D3 (4a) and 1α,3α,25-dihydroxy-19-norvitamin D3 (4b) were synthesized by employing a new A-ring synthon, (1R,3S)-3-((tert-butyldimethylsilyl)oxy)-5-oxocyclohexyl benzoate (19), which was derived from D-(-)-quinic acid in 12 steps. The A-ring was coupled with the circular dichroism (CD) ring by means of Julia-Kocienski olefination to construct the diene unit. The structures of the products were confirmed by 1H-NMR and nuclear Overhauser effect (NOE) experiments.
Total synthesis of (+)-rugulosin and (+)-2,2′-epi-cytoskyrin A through cascade reactions
Nicolaou,Lim, Yee Hwee,Papageorgiou, Charles D.,Piper, Jared L.
, p. 7917 - 7921 (2007/10/03)
(Chemical Equation Presented) The cytoskyrin cascade: The total syntheses of the bisanthraquinones 2 (+)-2,2′-epi-cytoskyrin A (R2 = OMe) and (+)-rugulosin (R2 = Me) has been achieved through a cascade sequence from anthradihydroquin
