Synthesis of oligomers of tetrahydrofuran amino acids: furanose carbopeptoids

Synthesis of oligomers of tetrahydrofuran amino acids: furanose carbopeptoids

An acid catalysed ring rearrangement of a triflate derivative of D-mannono-γ-lactone 6 is the key step in the synthesis of the C-glycosyl sugar amino acid derivatives 3 and 4, examples of carbohydrate amino acid building blocks with specific conformational preferences suitable for incorporation into...

Deskribapen osoa

Xehetasun bibliografikoak
Egile Nagusiak:	Smith, M, Long, D, Marquess, D, Claridge, T, Fleet, G
Formatua:	Journal article
Hizkuntza:	English
Argitaratua:	1998

Antzeko izenburuak

A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid
nork: Long, D, et al.
Argitaratua: (1998)

Furanose carbopeptoids: Synthesis and secondary structural characteristics of carbohydrate omega-amino and oligomers.
nork: Smith, M, et al.
Argitaratua: (1998)

From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates
nork: Long, D, et al.
Argitaratua: (1999)

Synthesis of tetrahydrofuran templated beta- and gamma-amino acid carbopeptoids.
nork: Watterson, M, et al.
Argitaratua: (2000)

An octameric carbopeptoid; Secondary structure in octameric and tetrameric 5-aminomethyl-tetrahydrofuran-2-carboxylates
nork: Claridge, T, et al.
Argitaratua: (1999)

Absence of secondary structure in a carbopeptoid tetramer of a trans-5-aminomethyl-tetrahydrofuran-2-carboxylate
nork: Smith, M, et al.
Argitaratua: (1999)

Tetrahydrofuran amino acids: Secondary structure in tetrameric and octameric carbopeptoids derived from a D-allo 5-(aminomethyl)tetrahydrofuran-2-carboxylic acid
nork: Hungerford, N, et al.
Argitaratua: (2000)

Tetrahydrofuran amino acids - versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid
nork: Brittain, D, et al.
Argitaratua: (2000)

Bend ribbon-forming tetrahydrofuran amino acids.
nork: Smith, M, et al.
Argitaratua: (2003)

Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from L-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid
nork: Lopez-Ortega, B, et al.
Argitaratua: (2008)

Open-chain acetonides of D-galactono-1,4-lactone as starting materials for pyrrolidines, azepanes and 5-azidomethyltetrahydrofuran-2-carboxylates: monomers for polyhydroxylated nylon and for tetrahydrofuran carbopeptoids
nork: Long, D, et al.
Argitaratua: (1999)

TETRAZOLES OF MANNO-FURANOSES AND RHAMNO-FURANOSES
nork: Davis, B, et al.
Argitaratua: (1995)

Secondary structure in oligomers of carbohydrate amino acids
nork: Smith, M, et al.
Argitaratua: (1998)

Spirodiketopiperazines of mannofuranose: carbopeptoid alpha-amino acid esters at the anomeric position of mannofuranose
nork: Estevez, J, et al.
Argitaratua: (1998)

Tetrazoles of manno- and rhamno- furanoses
nork: Davis, BG, et al.
Argitaratua: (1999)

Tetrazoles of manno- and rhamno-furanoses
nork: Davis, B, et al.
Argitaratua: (1999)

Tetrahydrofuran-based amino acids as library scaffolds.
nork: Edwards, A, et al.
Argitaratua: (2004)

Carbopeptoids: peptides and diketopiperazines incorporating the anomeric centre of mannopyranose
nork: Long, D, et al.
Argitaratua: (2001)

Cyclo[(6-amino-6-deoxy-D-galactonic acid)(4)]: a new class of carbopeptoid-cyclodextrin
nork: Mayes, B, et al.
Argitaratua: (2004)

3-Azido-tetrahydrofuran carboxylates as scaffolds for oligomers of beta-amino-THF carboxylic acids
nork: Marsh, P
Argitaratua: (2002)

Circular dichroism studies of carbopeptoid-cyclodextrins.
nork: Edwards, A, et al.
Argitaratua: (2005)

Towards hydroxylated nylon 6: linear and cyclic oligomers from a protected 6-amino-6-deoxy-D-galactonate - a novel class of carbopeptoid-cyclodextrin (CPCD)
nork: Mayes, B, et al.
Argitaratua: (2004)

Complex tetrahydrofurans from carbohydrate lactones: THF amino acids as building blocks for unnatural biopolymers
nork: Long, D, et al.
Argitaratua: (2002)

Carbohydrate amino acids: the intrinsic conformational preference for a beta-turn-type structure in a carbopeptoid building block.
nork: Jockusch, R, et al.
Argitaratua: (2006)

Secondary structural investigations into homo-oligomers of delta-2,4-cis oxetane amino acids
nork: Claridge, T, et al.
Argitaratua: (2008)

Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
nork: Smith, M, et al.
Argitaratua: (1999)

Synthesis of furanose incorporated n-heterocyclic carbenes.
nork: Chua, Chun Kiang.
Argitaratua: (2010)

Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
nork: Simone, M, et al.
Argitaratua: (2008)

Templated scaffolds of cis- and trans-tetrahydrofuran gamma-amino acids: gamma-azido-beta-hydroxy-tetrahydrofuran-2-carboxylates from pentono-delta-lactones
nork: Sanjayan, G, et al.
Argitaratua: (2003)

Nitrogen-containing furanose and pyranose analogues from Hyacinthus orientalis.
nork: Asano, N, et al.
Argitaratua: (1998)

Synthesis and Conformational Analysis of Heterogeneous Cyclic Oligomers of 6-Amino-6-deoxygalactonic Acid and Phenylalanine
nork: Soengas, R, et al.
Argitaratua: (2012)

Tetrahydrofuran amino acids: beta- and gamma-azidotetrahydrofurancarboxylic acid monomers derived from D-glucoheptonolactone as building blocks for beta- and gamma-oligopeptides
nork: Hungerford, N, et al.
Argitaratua: (2000)

A novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry
nork: Edwards, A, et al.
Argitaratua: (2006)

Spectroscopic studies of oligomers containing 2,5-trans furanoid sugar amino acids.
nork: Edwards, A, et al.
Argitaratua: (2008)

CYCLIC SULFATES OF DELTA-LACTONES IN THE SYNTHESIS OF TETRAHYDROFURANS TETRAHYDROPYRANS AND CYCLOHEXANES
nork: Skead, B, et al.
Argitaratua: (1993)

Branched tetrahydrofuran alpha,alpha-disubstituted-delta-sugar amino acid scaffolds from branched sugar lactones: a new family of foldamers?
nork: Simone, M, et al.
Argitaratua: (2005)

The synthesis of oligomers of oxetane-based dipeptide isosteres derived from L-rhamnose or D-xylose.
nork: Johnson, S, et al.
Argitaratua: (2005)

Towards hydroxylated nylon 6: oligomers from a protected 6-amino-6-deoxy-D-allonate
nork: Hunter, D, et al.
Argitaratua: (2003)

Helix-forming carbohydrate amino acids.
nork: Claridge, T, et al.
Argitaratua: (2005)

Synthesis of novel hydroxylated proline derivatives via divergent sugar lactone intermediates.
nork: Long, D, et al.
Argitaratua: (1998)