- Synthesis of Benzofuranones via Palladium-Catalyzed Intramolecular Alkoxycarbonylation of Alkenylphenols
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Herein, a new catalytic system to synthesize benzofuranones is reported. A palladium-catalyzed intramolecular alkoxycarbonylation is employed to generate 3-substituted-benzofuran-2(3H)-ones from alkenylphenols under mild reaction conditions, linked to an ex situ formation of CO from N-formylsaccharin. The carefully chosen catalytic system enables an efficient reaction with a novel functional group tolerance, despite the high polymerization tendency of the starting material.
- Hirschbeck, Vera,Fleischer, Ivana
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supporting information
p. 2854 - 2857
(2018/02/06)
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- Direct enantioselective: C -acylation for the construction of a quaternary stereocenter catalyzed by a chiral bicyclic imidazole
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A direct enantioselective C-acylation of 3-substituted benzofuran-2(3H)-ones (with up to 97% ee) was developed using a chiral bicyclic imidazole catalyst OAc-DPI and an achiral tertiary amine additive DIPEA. The reaction mechanism for the direct C-acylation has been investigated using both experimental and theoretical studies.
- Wang, Mo,Zhang, Xiao,Ling, Zheng,Zhang, Zhenfeng,Zhang, Wanbin
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supporting information
p. 1381 - 1384
(2017/02/05)
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- Use of 3,6-dimethyl-2(3H)-benzofuranone as flavor material and new process for its preparation
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3,6-Dimethyl-2(3H)-benzofuranone is a new, valuable flavor material. A process for its industrial-scale preparation was developed.
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- The synthesis of a natural product family: From debromoisolaurinterol to the aplysins
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Total syntheses of (±)-aplysin 1, (±)-debromoaplysin 2, (±)-isoaplysin 3, (±)-aplysinol 4, (±)-debromoaplysinol 5, (±)-aplysinal 6, (±)-isolaurinterol 7 and (±)-debromoisolaurinterol 8 are described. Key features are a diastereoselective, sulfur mediated radical cyclisation of diene 12 to give 35; a new radical to polar crossover sequence mediated by Bu3Sn that transforms diene 12 into (±)-debromoisolaurinterol 8; and a series of biomimetic cyclisation and oxidation reactions.
- Harrowven, David C,Lucas, Matthew C,Howes, Peter D
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p. 791 - 804
(2007/10/03)
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