ChemInform Abstract: One-Pot Synthesis of Enantiomerically Pure N-Protected Allylic Amines from N-Protected α-Amino Esters.

ChemInform ◽  
2016 ◽  
Vol 47 (36) ◽  
Author(s):  
Gaston Silveira-Dorta ◽  
Sergio J Alvarez-Mendez ◽  
Victor S Martin ◽  
Jose M Padron
Keyword(s):  
Allylic Amines ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Amino Esters ◽  
One Pot Synthesis

scholarly journals One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters

2016 ◽  
Vol 12 ◽  
pp. 957-962 ◽  
Author(s):  
Gastón Silveira-Dorta ◽  
Sergio J Álvarez-Méndez ◽  
Víctor S Martín ◽  
José M Padrón
Keyword(s):  
Amino Acids ◽  
Allylic Amines ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Amino Esters ◽  
One Pot Synthesis ◽  
Sequential Reduction ◽  
Natural Amino Acids ◽  
Hydroxy Groups

An improved protocol for the synthesis of enantiomerically pure allylic amines is reported. N-Protected α-amino esters derived from natural amino acids were submitted to a one-pot tandem reduction–olefination process. The sequential reduction with DIBAL-H at −78 °C and subsequent in situ addition of organophosphorus reagents yielded the corresponding allylic amines without the need to isolate the intermediate aldehyde. This circumvents the problem of instability of the aldehydes. The method tolerates well both Wittig and Horner–Wadsworth–Emmons organophosphorus reagents. A better Z-(dia)stereoselectivity was observed when compared to the previous one-pot method. The (dia)stereoselectivity of the process was affected neither by the reaction solvent nor by the amount of DIBAL-H employed. The method is compatible with the presence of free hydroxy groups as shown with serine and threonine derivatives.

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.

ChemInform Abstract: One-Pot Synthesis of Pharmacologically Active Diamines via Rhodium-Catalyzed Carbonylative Hydroaminomethylation of Heterocyclic Allylic Amines.

ChemInform ◽  
2010 ◽  
Vol 30 (51) ◽  
pp. no-no
Author(s):  
Thorsten Rische ◽  
Kai-Sven Mueller ◽  
Peter Eilbracht
Keyword(s):  
Allylic Amines ◽  
One Pot ◽  
One Pot Synthesis ◽  
Pharmacologically Active

scholarly journals In Situ-Generated Glycinyl Chloroaminals for a One-Pot Synthesis of Non-proteinogenic α-Amino Esters

2017 ◽  
Vol 82 (16) ◽  
pp. 8514-8526 ◽  
Author(s):  
Shyam S. Samanta ◽  
Stéphane P. Roche
Keyword(s):  
One Pot ◽  
Amino Esters ◽  
One Pot Synthesis

ChemInform Abstract: One-Pot Synthesis of β-Amino Esters by Recyclable Magnetic Organocatalyst-Catalyzed Mannich-Type Reaction.

ChemInform ◽  
2014 ◽  
Vol 45 (52) ◽  
pp. no-no
Author(s):  
Yibo Huang ◽  
Dan Guan ◽  
Liang Wang
Keyword(s):  
One Pot ◽  
Type Reaction ◽  
Amino Esters ◽  
One Pot Synthesis

Formal Enantioselective Hydroamination of Non-Activated Alkenes: Transformation of Styrenes into Enantiomerically Pure 1-Phenylethylamines in Chemoenzymatic One-Pot Synthesis

ChemCatChem ◽  
2017 ◽  
Vol 9 (4) ◽  
pp. 555-558 ◽  
Author(s):  
Florian Uthoff ◽  
Hirofumi Sato ◽  
Harald Gröger
Keyword(s):  
One Pot ◽  
Enantiomerically Pure ◽  
One Pot Synthesis

One-Pot Synthesis of Novel Enantiomerically Pure and Racemic 4-Ferrocenyl-β-lactams and Their Reactivity in Acidic Media

2005 ◽  
Vol 2005 (15) ◽  
pp. 3326-3333 ◽  
Author(s):  
Luca Bernardi ◽  
Bianca F. Bonini ◽  
Mauro Comes-Franchini ◽  
Gabriella Dessole ◽  
Mariafrancesca Fochi ◽  
...  
Keyword(s):  
Acidic Media ◽  
One Pot ◽  
Enantiomerically Pure ◽  
One Pot Synthesis

A Facile One-Pot Synthesis of Chiral β-Amino Esters

Synlett ◽  
2005 ◽  
pp. 2682-2684 ◽  
Author(s):  
Tanasri Bunlaksananusorn ◽  
Florian Rampf
Keyword(s):  
One Pot ◽  
Amino Esters ◽  
One Pot Synthesis

One-Pot Synthesis ofO-Allylhydroxylamines through the Organocatalytic Oxidation of Tertiary Allylic Amines Followed by a [2,3]-Meisenheimer Rearrangement

2015 ◽  
Vol 21 (13) ◽  
pp. 5238-5241 ◽  
Author(s):  
Alexis Theodorou ◽  
Dimitris Limnios ◽  
Christoforos G. Kokotos
Keyword(s):  
Allylic Amines ◽  
One Pot ◽  
One Pot Synthesis
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