Tracelessness Unmasked: A General Linker Nomenclature

Comely, Alex C.; Gibson, Susan E.

doi:10.1002/1521-3773(20010316)40:6<1012::aid-anie10120>3.0.co;2-2

Cited by 72 publications

(40 citation statements)

References 324 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This section will not attempt to replicate these, but rather illustrate the evolution of the concept of the diversity linker unit. [2,3,[9][10][11][12][13][14][15][16][17] Reflecting their genesis in solid-phase peptide and oligonucleotide synthesis, early linker units typically possessed a polar functional group (e.g. OH, NH 2 , CO 2 H, etc.)…”

Section: Linker Cleavage Strategies: An Overviewmentioning

confidence: 99%

Diversity Linker Units for Solid‐Phase Organic Synthesis

Scott

Steel

2006

Eur J Org Chem

View full text Add to dashboard Cite

In recent years an ever‐increasing number of traditional solution‐phase reactions have been adapted for solid‐phase organic synthesis (SPOS) because of the ease of application of solid‐phase techniques to combinatorial chemistry and high‐throughput screening. To accommodate the growing number of reactions being attempted on solid supports, new linker units continue to be reported in the literature. Linker units are typically grouped according to the functionality left at the “cleavage site” in the target molecule, and are normally classified as traditional (polar functionality remains following cleavage) or traceless (hydrogen residue left after cleavage) linkers. As the field continues to expand, however, more advanced linker units have been reported, which utilise the cleavage step in SPOS to incorporate additional diversity into target libraries. These linker units have been termed “diversity” or “multifunctional” linker units, and in this microreview we introduce this aspect of the field, giving representative examples indicating key stages of development including the linker units recently designed in our laboratory. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

show abstract

Section: Linker Cleavage Strategies: An Overviewmentioning

confidence: 99%

Diversity Linker Units for Solid‐Phase Organic Synthesis

Scott

Steel

2006

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

“…However, reactions of arylmagnesium bromides resulted in large amounts of biphenyls through the dimerization of aryl groups that hindered the purification of the desired products. While the term "traceless" has not been precisely defined, 13 truly traceless cleavage of target substrates from supports by simple hydrogenolysis is desirable in many applications. Previous work directed towards the development of unfunctionalizing cleavage of C−S bonds in arenesulfonates reported 2-propylmagnesium chloride as an efficient reducing agent (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers

Kim¹,

Cho²,

Jo³

et al. 2011

Bulletin of the Korean Chemical Society

View full text Add to dashboard Cite

The hydrogenolysis of polymer-bound arenesulfonates by 2-propylmagnesium chloride was performed through reductive cleavage of the C−S bond in the presence of a nickel catalyst. The reaction underwent in the highest efficiency by adding 15 equiv of the nucleophile in two additions with dppfNiCl 2 in THF. Various unfunctionalized naphthalene, biphenyl, and stilbene derivatives were produced in good yields by the traceless sulfonate linker system at room temperature.

show abstract

“…Our synthetic strategy based on solid phase chemistry was shown in Scheme I. The final intramolecular cyclization reaction on bead, so-called cycle and release or traceless linker concept [4], takes advantage of the solid-phase reaction. Attacking the primary amine in IV to the carbonyl group in the ester moiety could lead the formation of the benzodiazepine ring and compound III.…”

Section: Introductionmentioning

confidence: 99%

Solid‐phase synthesis of a novel series of 2,3,4,5‐tetrahydro‐1,4‐benzodiazepin‐2,5‐dione libraries

Migihashi¹,

Sato²

2003

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

An efficient solid-phase synthetic method for 2,3,4,5-Tetrahydro-1,4-benzodiazepin-2,5-diones, having amine derivatives on the benzene ring, was developed. This method has been successfully applied to the synthesis of several spatially separated drug-like and information-rich small-molecule libraries composed of 400 compounds using ACT-496 automatic synthesizer and the IRORI radio frequency-encoded split-mix synthesis technology.

show abstract

Tracelessness Unmasked: A General Linker Nomenclature

Cited by 72 publications

References 324 publications

Diversity Linker Units for Solid‐Phase Organic Synthesis

Diversity Linker Units for Solid‐Phase Organic Synthesis

Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers

Solid‐phase synthesis of a novel series of 2,3,4,5‐tetrahydro‐1,4‐benzodiazepin‐2,5‐dione libraries

Contact Info

Product

Resources

About