Biogenetically patterned stereoselective total synthesis of the indole alkaloid roxburghine D

Riesner, Hubert; Winterfeldt, Ekkehard

doi:10.1039/c39720000786

Cited by 5 publications

(3 citation statements)

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“…200 Dahl et al 201 prepared CH 3 Ge(PH 2 ) 2 H and CH 3 Ge(PH 2 ) 3 by the reaction of CH 3 GeCl 3 with LiAl(PH 2 ) 4 in triglyme at −23 °C. Saavedra 202 carried out the reduction of nitrosoamides to alcohols using NaBH 4 in dry monoglyme at room temperature for 2–8 h, achieving 50–82% yields (Scheme 8).…”

Section: Uses In Organic Reactionsmentioning

confidence: 99%

“…In the synthesis of This journal is © The Royal Society of Chemistry 2014 asymmetric phosphine macrocycles, Wei et al 198 eliminated the protecting tosyl groups at À78 C by sodium naphthalenide in monoglyme containing t-butyl alcohol (as a proton source); this method was used by the same group in an earlier detosylation study. 199 Partial reduction of a lactam to produce the indole alkaloid roxburghine D was achieved by using di-isobutyl aluminium hydride in monoglyme at À70 C. 200 Dahl et al 201 prepared CH 3 Ge(PH 2 ) 2 H and CH 3 Ge(PH 2 ) 3 by the reaction of CH 3 GeCl 3 with LiAl(PH 2 ) 4 in triglyme at À23 C. Saavedra 202 carried out the reduction of nitrosoamides to alcohols using NaBH 4 in dry monoglyme at room temperature for 2-8 h, achieving 50-82% yields (Scheme 8). Ohsawa et al 203 found that the potassium metal-crown ether-diglyme system could be effective for the reductive removal of sulfonyl group from O-sulfonates or sulfonamides.…”

Section: Reaction Solventsmentioning

confidence: 99%

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Glymes as versatile solvents for chemical reactions and processes: from the laboratory to industry

2014

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Glymes, also known as glycol diethers, are saturated non-cyclic polyethers containing no other functional groups. Most glymes are usually less volatile and less toxic than common laboratory organic solvents; in this context, they are more environmentally benign solvents. However, it is also important to point out that some glymes could cause long-term reproductive and developmental damages despite their low acute toxicities. Glymes have both hydrophilic and hydrophobic characters that common organic solvents are lack of. In addition, they are usually thermally and chemically stable, and can even form complexes with ions. Therefore, glymes are found in a broad range of laboratory applications including organic synthesis, electrochemistry, biocatalysis, materials, and Chemical Vapor Deposition (CVD), etc. In addition, glyme are used in numerous industrial applications, such as cleaning products, inks, adhesives and coatings, batteries and electronics, absorption refrigeration and heat pumps, as well as pharmaceutical formulations, etc. However, there is a lack of comprehensive and critical review on this attractive subject. This review aims to accomplish this task by providing an in-depth understanding of glymes’ physicochemical properties, toxicity and major applications.

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Section: Uses In Organic Reactionsmentioning

confidence: 99%

Section: Reaction Solventsmentioning

confidence: 99%

Glymes as versatile solvents for chemical reactions and processes: from the laboratory to industry

2014

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“…In a newer design the cavity (Fig. 9 b) is made out of quartz completely, using either exchangeable capillaries of different bore or quartz cubes with a rectangular cavity (Riesner, 1972). In this way leakage problems are almost completely avoided and the size of the cavity can be conveniently varied down to 100 ftl.…”

Section: A Measurement Of Chemical Relaxationmentioning

confidence: 99%

Molecular interactions and structure as analysed by fluorescence relaxation spectroscopy

Rigler

Ehrenberg

1973

Quart. Rev. Biophys.

125

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Spectroscopic probes have become powerful tools in analysing the correlation between structure and function of biological macromolecules. Though these spectral methods cannot give as circumstantial information about the anatomy of a biological structure as, for example, X-ray diffraction they can provide information on physical properties at defined loci in a macromolecule which are not accessible by other techniques. Most important, spectroscopic studies have provided means to study the dynamics of structural changes and interactions in time domains spanning from nanoseconds and less up to infinite time.

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The Bisindole Alkaloids

Cordell

1983

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Biogenetically patterned stereoselective total synthesis of the indole alkaloid roxburghine D

Cited by 5 publications

References 0 publications

Glymes as versatile solvents for chemical reactions and processes: from the laboratory to industry

Glymes as versatile solvents for chemical reactions and processes: from the laboratory to industry

Molecular interactions and structure as analysed by fluorescence relaxation spectroscopy

The Bisindole Alkaloids

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