75318-34-2Relevant articles and documents
Assigning regioisomeric or diastereoisomeric relations of problematic trisubstituted double-bonds through heteronuclear 2D selective J-resolved NMR spectroscopy
Hoffmann, Marie,Miaskiewicz, Solène,Weibel, Jean-Marc,Pale, Patrick,Blanc, Aurélien
, p. 37138 - 37148 (2015)
Although one of the first 2D NMR methods, but so far neglected, selective J-resolved NMR spectroscopy offers a unique opportunity to help organic chemists in structure elucidation, avoiding natural and non-natural product misassignments. This NMR method i
Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides
Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan
supporting information, p. 18776 - 18780 (2021/10/26)
A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.
Enantioselective Oxidative Cyclization/Mannich Addition Enabled by Gold(I)/Chiral Phosphoric Acid Cooperative Catalysis
Wei, Hanlin,Bao, Ming,Dong, Kuiyong,Qiu, Lihua,Wu, Bing,Hu, Wenhao,Xu, Xinfang
supporting information, p. 17200 - 17204 (2018/12/05)
An enantioselective Mannich-type reaction of 3-butynol and nitrones is described, which affords dihydrofuran-3-ones in good yields and with excellent enantioselectivities. The reaction is initiated by gold-catalyzed alkyne oxidation and modification of the resulting gold carbene species with a tethered hydroxy group to form enolate species; the reaction terminates with an enantioselective Mannich-type addition with the assistance of chiral phosphoric acid (CPA) and hydrogen bonding. This novel pattern of alkyne transformation involving chemical bond cleavage, and a fragment modification and reassembly process, provides an atom- and step-economic method, and is the first example of cooperative asymmetric catalysis in gold-catalyzed alkyne oxidations via an α-oxo gold carbene route.