Catalytic Hydrogenolysis of Aryl C–F Bonds Using a Bimetallic Rhodium–Indium Complex

2020 ◽  
Vol 142 (27) ◽  
pp. 11641-11646 ◽  
Author(s):  
James T. Moore ◽  
Connie C. Lu
Keyword(s):  
Catalytic Hydrogenolysis ◽  
Indium Complex

SYNTHESIS OF L-α-CEPHALINS CONTAINING FATTY ACIDS OF SHORTER CHAIN LENGTH: WATER-SOLUBLE GLYCEROLPHOSPHATIDES II

1960 ◽  
Vol 38 (1) ◽  
pp. 859-864
Author(s):  
Erich Baer ◽  
Tibor Gróf
Keyword(s):  
Fatty Acids ◽  
Chain Length ◽  
Chloroform Solution ◽  
Water Soluble ◽  
Simultaneous Removal ◽  
Protective Groups ◽  
Salt Structure ◽  
Catalytic Hydrogenolysis

L-α-(Dihexanoyl)cephalin has been synthesized by the phosphorylation of D-α,β-dihexanoylglycerol with phenylphosphoryl dichloride and pyridine, esterification of the reaction product, viz. dihexanoyl-L-α-glycerylphenylphosphoryl chloride, with N-carbobenzoxyethanolamine, and simultaneous removal of the protective groups of dihexanoyl-L-α-glycerylphenylphosphoryl-N-carbobenzoxyethanolamine by catalytic hydrogenolysis. The L-α-(dihexanoyl)cephalin is soluble in water.Infrared evidence supports the inner-salt structure of cephalins in chloroform solution.

The synthesis of a carbohydrate-like dihydrooxazine and tetrahydrooxazine as putative inhibitors of glycoside hydrolases: A direct synthesis of isofagomine

2002 ◽  
Vol 80 (8) ◽  
pp. 857-865 ◽  
Author(s):  
Wayne M Best ◽  
James M Macdonald ◽  
Brian W Skelton ◽  
Robert V Stick ◽  
D Matthew G Tilbrook ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Glycoside Hydrolases ◽  
Crystalline Solid ◽  
Glycosidase Inhibitors ◽  
Protecting Group ◽  
Mild Acid Hydrolysis ◽  
Catalytic Hydrogenolysis ◽  
Palladium On Carbon ◽  
Mild Acid

The treatment of benzyl 2,3-O-isopropylidene-β-L-xylopyranoside with N-hydroxyphthalimide under Mitsunobu conditions, followed by protecting-group interchange, gave benzyl 4-O-[(tert-butoxycarbonyl)amino]-2,3- O-isopropylidene-α-D-arabinoside. Mild acid hydrolysis and catalytic hydrogenolysis afforded 4-O-[(tert-butoxycarbonyl)amino]-D-arabinose that, upon heating in water, gave the dihydrooxazine [(4R,5S,6R)-5,6-dihydro-4,5-dihydroxy-6-hydroxymethyl-4H-1,2-oxazine] as a crystalline solid. A single-crystal structure determination of this solid showed it to exist in the 5H6 conformation. Reduction of the dihydrooxazine gave the tetrahydrooxazine [(4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-1,2-oxazine]. The dihydrooxazine was an effective inhibitor of two β-glucosidases (Ki = 27 and 35 µM). Benzyl 2,3-O-isopropylidene-β-L-xylopyranoside, via the derived imidazylate, was converted into a nitrile that, upon reduction and protecting-group manipulations, gave benzyl 4-C-aminomethyl-4-deoxy-α-D-arabinoside. Treatment of this amine with hydrogen and palladium-on-carbon gave isofagomine.Key words: dihydrooxazine, tetrahydrooxazine, isofagomine, iminosugars, glycosidase inhibitors.

Catalytic Hydrogenolysis of Glycerol to Propylene Glycol over Mixed Oxides Derived from a Hydrotalcite-Type Precursor

2009 ◽  
Vol 48 (4) ◽  
pp. 1840-1846 ◽  
Author(s):  
Lekha Charan Meher ◽  
Rajesh Gopinath ◽  
S. N. Naik ◽  
Ajay K. Dalai
Keyword(s):  
Propylene Glycol ◽  
Mixed Oxides ◽  
Catalytic Hydrogenolysis

Urchin‐like CoCu Bimetallic Nanocomposites for Catalytic Hydrogenolysis of Glycerol to Propanediols

2013 ◽  
Vol 26 (3) ◽  
pp. 347-354 ◽  
Author(s):  
Qi‐ying Liu ◽  
Song‐bai Qiu ◽  
Tie‐jun Wang ◽  
Long‐long Ma
Keyword(s):  
Bimetallic Nanocomposites ◽  
Catalytic Hydrogenolysis

scholarly journals Correction: Catalytic hydrogenolysis of kraft lignin to monomers at high yield in alkaline water

2017 ◽  
Vol 19 (17) ◽  
pp. 4186-4186 ◽  
Author(s):  
Shi-Chao Qi ◽  
Jun-ichiro Hayashi ◽  
Shinji Kudo ◽  
Lu Zhang
Keyword(s):  
Kraft Lignin ◽  
High Yield ◽  
Alkaline Water ◽  
Catalytic Hydrogenolysis

Correction for ‘Catalytic hydrogenolysis of kraft lignin to monomers at high yield in alkaline water’ by Shi-Chao Qi et al., Green Chem., 2017, 19, 2636–2645.

Synthesis of para-olivetol depsides

1974 ◽  
Vol 27 (8) ◽  
pp. 1767 ◽  
Author(s):  
JA Elix
Keyword(s):  
Bond Formation ◽  
Trifluoroacetic Anhydride ◽  
Ester Bond ◽  
Catalytic Hydrogenolysis

The unambiguous synthesis of the lichen depsides, anziaic, perlatolic, 2'-O-methylanziaic, 2-O- methylperlatolic, 2'-O-methylperlatolic, 4-O-demethylplanaic, planaic, imbricaric and stenosporic acids is reported. Where necessary the phenolic and carboxy groups of the intermediate phenols were protected by O-benzylation until after the depside-ester bond formation had been achieved by treatment with trifluoroacetic anhydride. Catalytic hydrogenolysis of the depside esters so formed subsequently gave the natural acids.

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