Bicyclische Acetale via Oxacarbene

Pirrung, Michael C.

doi:10.1002/ange.19850971231

Cited by 8 publications

(3 citation statements)

References 9 publications

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“…A photochemical ring expansion of cyclobutanones was developed by Pirrung et al , Intermediate oxacarbenes were trapped with different alcohols or amines or with a thiol to give the 2-substituted tetrahydrofurans. Primary and secondary alcohols, most secondary amines, and also benzylmercaptan afforded the carbene-inserted nucleophiles usually in good yields of up to 71% .…”

Section: Five-membered Ringsmentioning

confidence: 99%

The Application of Cyclobutane Derivatives in Organic Synthesis

2003

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Section: Five-membered Ringsmentioning

confidence: 99%

The Application of Cyclobutane Derivatives in Organic Synthesis

2003

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“…Undoubtedly, the above AuCl 3 ‐catalyzed domino reactions (Tables 1 and 2) provide a facile and efficient access to fused bicyclic ketals 3 and bridged tricyclic ketals 5 from readily available starting materials under mild reaction conditions. Moreover, to the best of our knowledge, products 5 show the first example of the novel bridged tricyclic ketals with the basic structure of either dioxabicyclo[3.2.1]octane5a–c, 17–20 and hexahydrofuro[2,3‐ b ]furan 4. 5d…”

Section: Methodsmentioning

confidence: 98%

Highly Efficient Access to Bi‐ and Tricyclic Ketals through Gold‐Catalyzed Tandem Reactions of 4‐Acyl‐1,6‐diynes

Meng

Zhao

Ren

et al. 2009

Chemistry A European J

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Single step: Fused bicyclic and bridged tricyclic ketals were synthesized in a single step from the reactions of easily available 4-acyl-1,6-diynes with H(2)O and alkanols (see scheme). The highly efficient AuCl(3)-catalyzed multicomponent domino reactions, involving five C-O bond formations, can proceed in a highly regio- and diastereoselective manner at room temperature under air and lead to structures of high molecular complexity from simple starting materials in an atom economic way.

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“…[ 12 ] Different technologies have been developed for tethering DNA probes to substrates. [ 14,15 ] Among them, the patterning into microarrays has become one of the most popular and efficient fabrication approaches for sensing platforms since it evolved in the 1990s, [ 16 ] thus broadly used in DNA hybridization, [ 17 ] protein detection, [ 18 ] and other biosensing systems. [ 19–22 ] Normally, spot uniformity, density of immobilized DNA probes, and repeatability are known as primary factors for detecting probe microarray sensitivity and reliability, and these factors are strongly influenced by the physical and chemical properties of the sensor platform interface.…”

Section: Introductionmentioning

confidence: 99%

Fluorescence Imaging Study of Film Coating Structure and Composition Effects on DNA Hybridization

Yang

Gordiyenko

Schäfer³

et al. 2023

Advanced NanoBiomed Research

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Hybridization of surface‐bound DNA with complementary strands is the basis of many biotechnological applications. Herein, the structure of interfacial coatings between substrate and bound DNA is a crucial element for hybridization behavior. Herein, three reactive surfaces for constructing DNA‐sensing platforms, namely, plain gold films on silicon, poly(bisphenolA‐co‐epichlorohydrin) (PBAG) surfaces with a brush‐like bilayer structure, and dibenzocyclooctyne monolayers (both on glass), are compared. Fluorescence imaging is employed to survey the effect of coating structure and conformation on hybridization performance. To better understand the interfacial structural properties and chemistry of the coated films, atomic force microscopy, water contact angle measurements, and X‐ray photoelectron spectroscopy are employed to characterize the surface morphology. DNA probe microarrays are created on the different platforms via microchannel cantilever spotting, and their performance for hybridizing with the DNA counterparts is assessed. While all three platforms work reliable for DNA detection, a protein‐binding assay reveals that PBAG surfaces offer the highest hybridization efficiency among these approaches. The results of the present work have significant implications for comprehension of the interactions between the DNA hybridization efficiency and the physico‐chemical properties of surface coatings and can inform the fabrication of DNA sensors.

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Bicyclische Acetale via Oxacarbene

Abstract: oxidmengen sind zu gering, um die sauerstoffabhangige Produktverteilung zuverlassig zu bestimmen.

Cited by 8 publications

References 9 publications

The Application of Cyclobutane Derivatives in Organic Synthesis

The Application of Cyclobutane Derivatives in Organic Synthesis

Highly Efficient Access to Bi‐ and Tricyclic Ketals through Gold‐Catalyzed Tandem Reactions of 4‐Acyl‐1,6‐diynes

Fluorescence Imaging Study of Film Coating Structure and Composition Effects on DNA Hybridization

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