Convergent synthesis of the pentasaccharide repeating unit of the biofilms produced by Klebsiella pneumoniae

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.15.37 ◽

2019 ◽

Vol 15 ◽

pp. 431-436 ◽

Cited By ~ 3

Author(s):

Arin Gucchait ◽

Angana Ghosh ◽

Anup Kumar Misra

Keyword(s):

Klebsiella Pneumoniae ◽

Late Stage ◽

Transfer Reaction ◽

Glucuronic Acid ◽

Phase Transfer ◽

Activation Process ◽

Target Compound ◽

Reaction Conditions ◽

Phase Transfer Reaction ◽

Mediated Oxidation

A pentasaccharide repeating unit containing α-linked D-glucuronic acid, β-linked D-mannose, corresponding to the repeating unit of biofilms produced by Klebsiella pneumoniae, has been synthesized using a stereoselective [2 + 3] convergent glycosylation strategy. The β-D-mannosidic moiety has been synthesized using a D-mannose-derived thioglycoside by a two-step activation process. Late stage TEMPO-mediated oxidation of the pentasaccharide derivative using phase-transfer reaction conditions furnished the target compound in satisfactory yield.

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ChemInform Abstract: HYDROGENATION OF CONJUGATED CARBON-CARBON DOUBLE BONDS USING THE K3(CO(CN)5H) CATALYST UNDER PHASE TRANSFER REACTION CONDITIONS

Chemischer Informationsdienst ◽

10.1002/chin.197919172 ◽

1979 ◽

Vol 10 (19) ◽

Author(s):

D. L. REGER ◽

M. M. HABIB ◽

D. J. FAUTH

Keyword(s):

Transfer Reaction ◽

Phase Transfer ◽

Double Bonds ◽

Reaction Conditions ◽

Phase Transfer Reaction

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ChemInform Abstract: USE OF PHASE-TRANSFER REACTION CONDITIONS FOR THE HYDROGENATION OF CONJUGATED DIENES AND α,β-UNSATURATED KETONES WITH A HOMOGENEOUS METAL HYDRIDE CATALYST

Chemischer Informationsdienst ◽

10.1002/chin.198102154 ◽

1981 ◽

Vol 12 (2) ◽

Author(s):

D. L. REGER ◽

M. M. HABIB ◽

D. J. FAUTH

Keyword(s):

Metal Hydride ◽

Transfer Reaction ◽

Phase Transfer ◽

Conjugated Dienes ◽

Reaction Conditions ◽

Unsaturated Ketones ◽

Phase Transfer Reaction

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ChemInform Abstract: AN ATTEMPT TO CONVERT HETEROCYCLIC AMINES INTO AZIDES BY AN AZA-TRANSFER REACTION UNDER PHASE-TRANSFER REACTION CONDITIONS

Chemischer Informationsdienst ◽

10.1002/chin.198020163 ◽

1980 ◽

Vol 11 (20) ◽

Author(s):

B. STANOVNIK ◽

M. TISLER ◽

D. GABRIEJELCIC ◽

M. KUNAVER ◽

J. ZMITEK

Keyword(s):

Transfer Reaction ◽

Phase Transfer ◽

Heterocyclic Amines ◽

Reaction Conditions ◽

Phase Transfer Reaction

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Hydrogenation of conjugated carbon-carbon double bonds using the K3[Co(CN)5H] catalyst under phase transfer reaction conditions

Tetrahedron Letters ◽

10.1016/s0040-4039(01)85897-4 ◽

1979 ◽

Vol 20 (2) ◽

pp. 115-116 ◽

Cited By ~ 16

Author(s):

D.L. Reger ◽

M.M. Habib ◽

D.J. Fauth

Keyword(s):

Transfer Reaction ◽

Phase Transfer ◽

Double Bonds ◽

Reaction Conditions ◽

Phase Transfer Reaction

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Use of phase-transfer reaction conditions for the hydrogenation of conjugated dienes and .alpha.,.beta.-unsaturated ketones with a homogeneous metal hydride catalyst

The Journal of Organic Chemistry ◽

10.1021/jo01307a025 ◽

1980 ◽

Vol 45 (19) ◽

pp. 3860-3865 ◽

Cited By ~ 24

Author(s):

Daniel L. Reger ◽

M. M. Habib ◽

D. J. Fauth

Keyword(s):

Metal Hydride ◽

Transfer Reaction ◽

Phase Transfer ◽

Conjugated Dienes ◽

Reaction Conditions ◽

Unsaturated Ketones ◽

Alpha Beta ◽

Phase Transfer Reaction

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Bioinspired, Base- and Metal-Free, Mild Decarboxylative Aldol Activation of Malonic Acid Half Thioesters Under Phase-Transfer Reaction Conditions

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201400915 ◽

2015 ◽

Vol 357 (6) ◽

pp. 1245-1257 ◽

Cited By ~ 8

Author(s):

Sean P. Bew ◽

G. Richard Stephenson ◽

Jacques Rouden ◽

Polly-Anna Ashford ◽

Manuel Bourane ◽

...

Keyword(s):

Malonic Acid ◽

Transfer Reaction ◽

Phase Transfer ◽

Reaction Conditions ◽

Metal Free ◽

Phase Transfer Reaction

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Catalytic Homogeneous Hydrogenations Using Micellar and Phase Transfer Reaction Conditions

Advances in Chemistry - Inorganic Compounds with Unusual Properties—II ◽

10.1021/ba-1979-0173.ch005 ◽

1979 ◽

pp. 43-49 ◽

Cited By ~ 6

Author(s):

DANIEL L. REGER ◽

M. M. HABIB

Keyword(s):

Transfer Reaction ◽

Phase Transfer ◽

Reaction Conditions ◽

Phase Transfer Reaction

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An attempt to convert heterocyclic amines into azides by an aza-transfer reaction under phase-transfer reaction conditions

Journal of Heterocyclic Chemistry ◽

10.1002/jhet.5570160810 ◽

1979 ◽

Vol 16 (8) ◽

pp. 1567-1570 ◽

Cited By ~ 8

Author(s):

B. Stanovnik ◽

M. Tišler ◽

D. Gabrijelčič ◽

M. Kunaver ◽

J. Žmitek

Keyword(s):

Transfer Reaction ◽

Phase Transfer ◽

Heterocyclic Amines ◽

Reaction Conditions ◽

Phase Transfer Reaction

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A Generalized Procedure for the One-Pot Preparation of Glycosyl Azides and Thioglycosides Directly from Unprotected Reducing Sugars under Phase-Transfer Reaction Conditions

European Journal of Organic Chemistry ◽

10.1002/ejoc.200500646 ◽

2006 ◽

Vol 2006 (1) ◽

pp. 74-79 ◽

Cited By ~ 35

Author(s):

Rishi Kumar ◽

Pallavi Tiwari ◽

Prakas R. Maulik ◽

Anup K. Misra

Keyword(s):

Transfer Reaction ◽

Reducing Sugars ◽

Phase Transfer ◽

Reaction Conditions ◽

One Pot ◽

The One ◽

Phase Transfer Reaction

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ChemInform Abstract: Bioinspired, Base- and Metal-Free, Mild Decarboxylative Aldol Activation of Malonic Acid Half Thioesters under Phase-Transfer Reaction Conditions.

ChemInform ◽

10.1002/chin.201533115 ◽

2015 ◽

Vol 46 (33) ◽

pp. no-no

Author(s):

Sean P. Bew ◽

G. Richard Stephenson ◽

Jacques Rouden ◽

Polly-Anna Ashford ◽

Manuel Bourane ◽

...

Keyword(s):

Malonic Acid ◽

Transfer Reaction ◽

Phase Transfer ◽

Reaction Conditions ◽

Metal Free ◽

Phase Transfer Reaction

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