2026-08-6Relevant articles and documents
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Cason et al.
, p. 1944 (1973)
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Enantiocontrolled macrocycle formation by catalytic intramolecular cyclopropanation
Doyle, Michael P.,Hu, Wenhao,Chapman, Brant,Marnett, Alan B.,Peterson, Chad S.,Vitale, Justin P.,Stanley, Sarah A.
, p. 5718 - 5728 (2000)
Stereoselectivity in intramolecular cyclopropanation reactions resulting in cyclopropane fusion with ten- and larger-membered rings has been examined using chiral copper(I) and dirhodium(II) catalysts. The influence of alkene structure and catalyst has be
Platinum-on-Carbon-Catalyzed Aqueous Oxidative Lactonization of Diols by Using Molecular Oxygen
Ban, Kazuho,Sajiki, Hironao,Sawama, Yoshinari,Takakura, Ryoya
supporting information, p. 1919 - 1923 (2019/09/30)
A lactonization of various diols catalyzed by platinum on carbon (Pt/C) in water under an atmosphere of molecular oxygen was developed. Derivatives of 1,4- 1,5- and 1,6-diols were transformed into the corresponding five-, six-, and seven-membered lactones by the present oxidative lactonization method.
Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons
Zhang, Chi,Tian, Jun,Ren, Jun,Wang, Zhongwen
supporting information, p. 1231 - 1236 (2017/02/05)
Aiming to develop efficient and general strategies for construction of complex and diverse polycyclic skeletons, we have successfully developed [4+3]IMPC (intramolecular parallel cycloaddition) of cyclopropane 1,1-diesters with [3]dendralenes. With a combination of the [4+3]IMPC and subsequent [4+n] cycloadditions, trans-[5.3.0]decane skeleton and its corresponding structurally complex and diverse polycyclic variants could be constructed efficiently. This novel [4+3] cycloaddition reaction mode of donor–acceptor cyclopropanes proceeds as a result of the ring-strain relief of a trans-[3.3.0]octane. We strongly believe that the developed methods will demonstrate potential applications in natural products synthesis and drug discovery.
Merging Photoredox with Br?nsted Acid Catalysis: The Cross-Dehydrogenative C?O Coupling for sp3 C?H Bond Peroxidation
Xia, Qing,Wang, Qiang,Yan, Changcun,Dong, Jianyang,Song, Hongjian,Li, Ling,Liu, Yuxiu,Wang, Qingmin,Liu, Xiangming,Song, Haibin
supporting information, p. 10871 - 10877 (2017/08/18)
A photoredox and Br?nsted acid synergistically catalyzed cross-dehydrogenative C?O coupling reaction is developed in which isochroman peroxyacetals are formed through sp3 C?H bond peroxidation. The reported method is characterized by its extremely mild reaction conditions, excellent yields, and broad substrate scope. An oxocarbenium ion p-chlorobenzenesulfonate was speculated to be the reactive intermediate. The role of hemiacetals and oxygenated dimers on the effective stabilization of the oxocarbenium ion was investigated; the presence of acid appeared to establish equilibrium between hemiacetals and oxygenated dimers with the oxocarbenium ion pairs. The broad applicability of the method highlights the potential of the protocol for molecule synthesis.