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

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

Treatment of D-gaIactono-l,4-lactone with dimethoxypropane in acetone in the presence of tosic acid forms methyl 2,3:5,6-di-0-isopropylidene-D-galactonate 6 (with only the secondary hydroxy group at C-4 unprotected) and methyl 2,3:4,5-di-O-isopropyIidene-D-galactonate 5 (with only the primary hydrox...

Disgrifiad llawn

Manylion Llyfryddiaeth
Prif Awduron:	Long, D, Stetz, R, Nash, R, Marquess, D, Lloyd, J, Winters, A, Asano, N, Fleet, G
Fformat:	Journal article
Iaith:	English
Cyhoeddwyd:	1999

Eitemau Tebyg

Synthesis of oligomers of tetrahydrofuran amino acids: furanose carbopeptoids
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An octameric carbopeptoid; Secondary structure in octameric and tetrameric 5-aminomethyl-tetrahydrofuran-2-carboxylates
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Absence of secondary structure in a carbopeptoid tetramer of a trans-5-aminomethyl-tetrahydrofuran-2-carboxylate
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From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates
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Synthesis of tetrahydrofuran templated beta- and gamma-amino acid carbopeptoids.
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SYNTHESIS OF POLYHYDROXYLATED PYRROLIDINES, PIPERIDINES, AND OCTAHYDROINDOLIZINES AS GLYCOSIDASE INHIBITORS
gan: Fleet, G
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3-deoxy-D-galactono-1,4-lactone (3-deoxy-D-xylo-hexono-1,4-lactone)
gan: Punzo, F, et al.
Cyhoeddwyd: (2006)

New polyhydroxylated pyrrolidine, piperidine, and pyrrolizidine alkaloids from Scilla sibirica.
gan: Yamashita, T, et al.
Cyhoeddwyd: (2002)

6-Deoxy-3, 4-O-isopropylidene-2-C-methyl-L-galactono-1, 5-lactone
gan: Jenkinson, S, et al.
Cyhoeddwyd: (2011)

Tetrahydrofuran amino acids: Secondary structure in tetrameric and octameric carbopeptoids derived from a D-allo 5-(aminomethyl)tetrahydrofuran-2-carboxylic acid
gan: Hungerford, N, et al.
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Towards hydroxylated nylon 6: linear and cyclic oligomers from a protected 6-amino-6-deoxy-D-galactonate - a novel class of carbopeptoid-cyclodextrin (CPCD)
gan: Mayes, B, et al.
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General synthesis of sugar-derived azepane nitrones: precursors of azepane iminosugars.
gan: Zhao, W, et al.
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Polyhydroxylated pyrrolidine and piperidine alkaloids from Adenophora triphylla var. japonica (Campanulaceae).
gan: Asano, N, et al.
Cyhoeddwyd: (2000)

6-De-oxy-3,4-O-isopropyl-idene-2-C-methyl-l-galactono-1,5-lactone.
gan: Jenkinson, S, et al.
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Polyhydroxylated pyrrolidine and pyrrolizidine alkaloids from Hyancinthoides non-scripta and Scilla campanulata.
gan: Kato, A, et al.
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A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid
gan: Long, D, et al.
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Cyclo[(6-amino-6-deoxy-D-galactonic acid)(4)]: a new class of carbopeptoid-cyclodextrin
gan: Mayes, B, et al.
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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
gan: Brittain, D, et al.
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AN ALTERNATIVE PROPOSAL FOR THE MODE OF INHIBITION OF GLYCOSIDASE ACTIVITY BY POLYHYDROXYLATED PIPERIDINES, PYRROLIDINES AND INDOLIZIDINES - IMPLICATIONS FOR THE MECHANISM OF ACTION OF SOME GLYCOSIDASES
gan: Fleet, G
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Potential intermediates for incorporation of polyhydroxylated prolines into combinatorial libraries
gan: Long, D, et al.
Cyhoeddwyd: (1998)

Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries
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CYCLIC SULFATES OF DELTA-LACTONES IN THE SYNTHESIS OF TETRAHYDROFURANS TETRAHYDROPYRANS AND CYCLOHEXANES
gan: Skead, B, et al.
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Circular dichroism studies of carbopeptoid-cyclodextrins.
gan: Edwards, A, et al.
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Alterations in Ascorbic Acid Levels by Transformation of the L-galactono-1,4-lactone Dehydrogenase Gene in Solanum tuberosum
gan: Dong Yumei, et al.
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ACID-CATALYZED TRANSFORMATION OF ALPHA-TRIFLUOROMETHANESULFONATES OF GAMMA-LACTONES AND DELTA-LACTONES INTO 2,5-DISUBSTITUTED HOMOCHIRAL TETRAHYDROFURANS
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Synthesis of higher sugars as precursors for the synthesis of chiral polyhydroxylated macrocyclic lactones
gan: MARGARET HABASH-MARINO, et al.
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Synthesis of higher sugars as precursors for the synthesis of chiral polyhydroxylated macrocyclic lactones
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Characterization of the galactono-1,4-lactone dehydrogenase from pepper fruits and its modulation in the ascorbate biosynthesis. Role of nitric oxide
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Iodine-mediated ring closing alkene iodoamination with N-debenzylation for the asymmetric synthesis of polyhydroxylated pyrrolidines
gan: Davies, S, et al.
Cyhoeddwyd: (2004)

Iodine-mediated ring-closing iodoamination with concomitant N-debenzylation for the asymmetric synthesis of polyhydroxylated pyrrolidines
gan: Davies, S, et al.
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Templated scaffolds of cis- and trans-tetrahydrofuran gamma-amino acids: gamma-azido-beta-hydroxy-tetrahydrofuran-2-carboxylates from pentono-delta-lactones
gan: Sanjayan, G, et al.
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Carbopeptoids: peptides and diketopiperazines incorporating the anomeric centre of mannopyranose
gan: Long, D, et al.
Cyhoeddwyd: (2001)

SYNTHESIS OF POLYHYDROXYLATED AMINO-COMPOUNDS AS GLYCOSIDASE INHIBITORS
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Cyhoeddwyd: (1988)

Complex tetrahydrofurans from carbohydrate lactones: THF amino acids as building blocks for unnatural biopolymers
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Cyhoeddwyd: (2002)

Synthesis of novel hydroxylated proline derivatives via divergent sugar lactone intermediates.
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Cyhoeddwyd: (1998)

Complex tetrahydrofurans from carbohydrate lactones: Easy access to epimeric C-glycosides of glucofuranose from D-glycero-D-gulo-heptono-1,4-lactone
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Furanose carbopeptoids: Synthesis and secondary structural characteristics of carbohydrate omega-amino and oligomers.
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P450–Mediated azepane natural product synthesis
gan: Rouffeteau, VAA
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Spirodiketopiperazines of mannofuranose: carbopeptoid alpha-amino acid esters at the anomeric position of mannofuranose
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