- Regio- and Stereoselective Electrophilic Cyclization Approach for the Protecting-Group-Free Synthesis of Alkaloids Lennoxamine, Chilenine, Fumaridine, 8-Oxypseudoplamatine, and 2- O-(Methyloxy)fagaronine
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A unified strategy for protecting-group-free synthesis of alkaloids lennoxamine, chilenine, fumaridine, 8-oxypseudoplamatine, and 2-O-(methyloxy)fagaronine is reported. The core isoindolin-1-one and isoquinolin-1-one structures were built by a silver-cata
- Yao, Tuanli,Guo, Zhen,Liang, Xiujuan,Qi, Lihan
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p. 13370 - 13380
(2018/10/24)
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- Stereoselective synthesis of a: Podophyllum lignan core by intramolecular reductive nickel-catalysis
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A Ni-catalyzed reductive cascade to a diastereocontrolled construction of THN[2,3-c]furan, is developed. The mild reaction conditions led to the tolerance of broad functional groups that can be placed in almost every position of this skeleton with good yields. The conformational control for the observed trans- or cis-fused selectivity during this tandem cyclization-coupling is also proposed.
- Xiao, Jian,Cong, Xiao-Wei,Yang, Gui-Zhen,Wang, Ya-Wen,Peng, Yu
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supporting information
p. 2040 - 2043
(2018/03/01)
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- Enantioselective Allylic C?H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis
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The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C?H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sul
- Ammann, Stephen E.,Liu, Wei,White, M. Christina
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p. 9571 - 9575
(2016/08/10)
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- Copper-Catalyzed Intramolecular Desymmetric Aryl C-O Coupling for the Enantioselective Construction of Chiral Dihydrobenzofurans and Dihydrobenzopyrans
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O-Heterocyclic structures such as 2,3-dihydrobenzofurans are key motifs in many natural compounds and pharmaceuticals. Enantioselective formation of chiral dihydrobenzofurans and analogues was achieved through a copper-catalyzed desymmetrization strategy with a chiral cyclic 1,2-diamine. A broad range of substrates are compatible with this CuI-diamine catalytic system and afford the desired coupling products with chiral tertiary or quaternary carbon centers in high yields and good to excellent enantioselectivities under mild conditions. O-Heterocyclic structures such as chiral dihydrobenzofurans can be formed enantioselectively through a copper-catalyzed desymmetrization strategy with a chiral cyclic 1,2-diamine ligand. A broad range of substrates is compatible with this CuI-diamine catalytic system and afford the desired coupling products with chiral tertiary or quaternary carbon centers in high yields and good to excellent enantioselectivities under mild conditions.
- Yang, Wenqiang,Liu, Yangyuan,Zhang, Shasha,Cai, Qian
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supporting information
p. 8805 - 8808
(2015/11/27)
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- Probing the steric space at the floor of the D1 dopamine receptor orthosteric binding domain: 7α-, 7β-, 8α-, and 8β-methyl substituted dihydrexidine analogues
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To probe the space at the floor of the orthosteric ligand binding site in the dopamine D1 receptor, four methylated analogues of dihydrexidine (DHX) were synthesized with substitutions at the 7 and 8 positions. The 8α-axial, 8β-equatorial, and
- Cueva, Juan Pablo,Gallardo-Godoy, Alejandra,Juncosa, Jose I.,Vidi, Pierre A.,Lill, Markus A.,Watts, Val J.,Nichols, David E.
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scheme or table
p. 5508 - 5521
(2011/10/02)
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- A multi-task palladium catalyst involved in heck-reduction-cyclization sequences for the preparation of 4-benzyl-1,2-dihydroisoquinolin-3-ones: An unusual homogeneous-heterogeneous sustainable approach
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A mixed homogeneous-heterogeneous catalysis that exploits a multi-task palladium catalyst has been developed for one-pot sequential Heck-reduction-cyclization (HRC) reactions leading to novel 4-benzyl-1,2- dihydroisoquinolin-3-ones. The HRC sequence requires mild conditions and allows the separation of the palladium residues under the form of an in situ generated Pd(0)/C catalyst by simple filtration. The homemade and recovered catalyst can be efficiently reused for Suzuki-Miyaura reactions and reductive processes making it useful for sustainable chemistry. Georg Thieme Verlag Stuttgart New York.
- Laudien, Julia,Fouquet, Eric,Zakri, Cécile,Felpin, Fran?ois-Xavier
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scheme or table
p. 1539 - 1543
(2010/08/22)
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- A practical and cost-effective synthesis of 6,7-dimethoxy-2-tetralone
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The cyclic ketone, 6,7-dimethoxy-2-tetralone, a versatile starting material for many dopaminergic compounds, can be prepared practically, cost- effectively and in good overall yield. The synthesis starts from readily available 3,4-dimethoxyphenylacetic ac
- Qandil, Amjad M.,Miller, David W.,Nichols, David E.
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p. 2033 - 2035
(2007/10/03)
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