Synthesis of Six-Membered Compounds by Environmentally Friendly Cyclization Using Indirect Electrolysis

Ihara, Masataka; Katsumata, Akitoshi; Setsu, Fumihito; Tokunaga, Yuji; Fukumoto, Keiichiro

doi:10.1021/jo951653e

Cited by 73 publications

(36 citation statements)

References 21 publications

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“…Construction of the core 35 and total synthesis of compound 1 : Alkenyl iodide 35 was synthesized from ent ‐ 5 by the chemical operations depicted in Scheme ,27 whereas the crucial boronic acid 8 could be formed in situ from iodide 37 28. After conversion of ent ‐ 5 into 38 by a standard procedure, the resulting monocyclic alcohol 38 was converted into terminal alkyne 39 by a sequence of Swern oxidation12 and an application of Ohira–Bestmann’s modification of Seyferth–Gilbert homologation reaction 29.…”

Section: Resultsmentioning

confidence: 99%

Total Synthesis of Plakortone B

Xie¹,

Wu²,

Lee³

et al. 2010

Chemistry A European J

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Plakortone B is a naturally occurring bicyclic[3.3.0]furanolactone compound with attractive bioactivities. Although the relative configuration of plakortone B's central core had been established by NMR spectroscopic methods, the absolute configuration of its four stereocenters remained unknown. In the present paper, all four possible isomers of plakortone B were synthesized and one of these molecules was found to be identical with the natural plakortone B on the basis of (1)H, (13)C NMR spectra and specific rotation comparisons. Thus, the absolute configuration of the natural plakortone B was determined to be (3S,4S,6R,10R).

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Section: Resultsmentioning

confidence: 99%

Total Synthesis of Plakortone B

Xie¹,

Wu²,

Lee³

et al. 2010

Chemistry A European J

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“…[ α ] D 20 = –62.3 [ c = 0.82, CHCl 3 ; lit. enantiomer:29b [ α ] D 25 = +71.6 ( c = 0.83, CHCl 3 )]. 1 H NMR (300 MHz, CDCl 3 ): δ = 7.37–7.22 (m, 5 H, H ar ), 4.75–4.67 (m, 1 H, CHBn), 4.25–4.16 (m, 2 H, CH 2 ), 3.92–3.84 (m, 3 H, CHCO and CH 2 ), 3.30 (dd, J = 13.5, J = 3.3 Hz, 1 H, CHC H 2 Ph), 2.82 (dd, J = 13.5, J = 9.3 Hz, 1 H, CHC H 2 Ph), 1.92 (br.…”

Section: Methodsmentioning

confidence: 99%

Combination of Carbon Nitride and Carbon Nanotubes: Synergistic Catalysts for Energy Conversion

et al. 2014

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Due to their versatile features and environmental friendliness, functionalized carbon materials show great potential in practical applications, especially in energy conversion. Developing carbon composites with properties that can be modulated by simply changing the ratio of the original materials is an intriguing synthetic strategy. Here, we took cyanamide and multiwalled carbon nanotubes as precursors and introduced a facile method to fabricate a series of graphitic carbon nitride/carbon nanotubes (g-C3 N4 /CNTs) composites. These composites demonstrated different practical applications with different weight ratios of the components, that is, they showed synergistic effects in optoelectronic conversion when g-C3 N4 was the main ingredient and in oxygen reduction reaction (ORR) when CNTs dominated the composites. Our experiments indicated that the high electrical conductivity of carbon nanotubes promoted the transmission of the charges in both cases.

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“…10 A subsequent basic hydrolysis of 6 with NaOH in MeOH and addition of a solution of 10% KHSO 4 delivered the acid 7 in 95% yield,11 as shown in Scheme 2.…”

Section: Resultsmentioning

confidence: 99%