Asymmetric Synthesis of 1,3,4-Trisubstituted and 3,4-Disubstituted 2-Azeti-dinones: Strategy Based on Use of D-Glucosamine as a Chiral Auxiliary in the Staudinger Reaction

1996 ◽  
pp. 484-485
Author(s):  
Derek H. R. Barton ◽  
Alice Gateau-Olesker ◽  
Josefa Anaya-Mateos ◽  
Jeanine Cléophax ◽  
Stephen D. Géro ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Staudinger Reaction

ChemInform Abstract: Asymmetric Synthesis of 1,3,4-Trisubstituted and 3,4-Disubstituted 2- Azetidinones: Strategy Based on Use of D-Glucosamine as a Chiral Auxiliary in the Staudinger Reaction.

ChemInform ◽  
2010 ◽  
Vol 22 (8) ◽  
pp. no-no
Author(s):  
D. H. R. BARTON ◽  
A. GATEAU-OLESKER ◽  
J. ANAYA-MATEOS ◽  
J. CLEOPHAX ◽  
S. D. GERO ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Staudinger Reaction

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

Asymmetric Synthesis of Iridoid Derivatives Using Resolved 2-Phenylindoline as a Chiral Auxiliary

2008 ◽  
Vol 2008 (35) ◽  
pp. 5915-5921 ◽  
Author(s):  
Ellen M. Santangelo ◽  
Ilme Liblikas ◽  
Anoma Mudalige ◽  
Karl W. Törnroos ◽  
Per-Ola Norrby ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary

Stereochemical Aspects of a Two-Step Staudinger Reaction − Asymmetric Synthesis of Chiral Azetidine-2-ones

2000 ◽  
Vol 2000 (13) ◽  
pp. 2379-2390 ◽  
Author(s):  
Alessandro Bongini ◽  
Mauro Panunzio ◽  
Giovanni Piersanti ◽  
Elisa Bandini ◽  
Giorgio Martelli ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Staudinger Reaction
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