scholarly journals Synthesis of highly functionalized β-aminocyclopentanecarboxylate stereoisomers by reductive ring opening reaction of isoxazolines

2012 ◽  
Vol 8 ◽  
pp. 100-106 ◽  
Author(s):  
Melinda Nonn ◽  
Loránd Kiss ◽  
Reijo Sillanpää ◽  
Ferenc Fülöp
Keyword(s):  
Ring Opening ◽  
Simple Procedure ◽  
Amino Alcohols ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides ◽  
Amino Esters ◽  
Ring Opening Reaction

A rapid and simple procedure was devised for the synthesis of multifunctionalized cyclic β-amino esters and γ-amino alcohols via the 1,3-dipolar cycloaddition of nitrile oxides to β-aminocyclopentenecarboxylates. The opening of the isoxazoline reductive ring to the corresponding highly functionalized 2-aminocyclopentanecarboxylates occurred stereoselectively with good yields.

scholarly journals An efficient and atom-economical route to N-aryl amino alcohols from primary amines

RSC Advances ◽  
2018 ◽  
Vol 8 (60) ◽  
pp. 34304-34308 ◽  
Author(s):  
Zhen Xiao ◽  
Juanjuan Li ◽  
Qiang Yue ◽  
Qian Zhang ◽  
Dong Li
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Primary Amines ◽  
Ring Opening Reaction ◽  
Novel Method

A novel method for generation of N-aryl amino alcohols from N,N-disubstituted picolinamides through reduction/ring-opening reaction with NaBH4 was developed.

Highly regioselective ring-opening of epoxides with amines: a metal- and solvent-free protocol for the synthesis of β-amino alcohols

2020 ◽  
Vol 56 (15) ◽  
pp. 2256-2259
Author(s):  
Dong Li ◽  
Jing Wang ◽  
Shibo Yu ◽  
Silei Ye ◽  
Wenjie Zou ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Solvent Free ◽  
Ring Opening Reaction ◽  
Ring Opening Of Epoxides

We herein report a metal- and solvent-free acetic acid-mediated ring-opening reaction of epoxides with amines.

Regio- and Stereoselective Ring-Opening Reaction of Chiral Aziridines: A Facile Synthesis of Chiral β-Amino Alcohols

Heterocycles ◽  
2009 ◽  
Vol 78 (2) ◽  
pp. 471 ◽  
Author(s):  
Kimio Higashiyama ◽  
Masataka Matsumura ◽  
Hiroshi Kojima ◽  
Takayasu Yamauchi
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Facile Synthesis ◽  
Ring Opening Reaction

ChemInform Abstract: Synthesis of β-Amino Alcohols Using the Tandem Reduction and Ring-Opening Reaction of Nitroarenes and Epoxides.

ChemInform ◽  
2016 ◽  
Vol 47 (43) ◽  
Author(s):  
Chongyang Shi ◽  
Cheng Ren ◽  
Erlei Zhang ◽  
Huile Jin ◽  
Xiaochun Yu ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Ring Opening Reaction

scholarly journals Asymmetric ring-opening reaction of meso-epoxides with aromatic amines using homochiral metal–organic frameworks as recyclable heterogeneous catalysts

RSC Advances ◽  
2018 ◽  
Vol 8 (49) ◽  
pp. 28139-28146 ◽  
Author(s):  
Koichi Tanaka ◽  
Maya Kinoshita ◽  
Jun Kayahara ◽  
Yutaro Uebayashi ◽  
Kazusada Nakaji ◽  
...  
Keyword(s):  
Aromatic Amines ◽  
Ring Opening ◽  
Heterogeneous Catalysts ◽  
Metal Organic Framework ◽  
Metal Organic Frameworks ◽  
Amino Alcohols ◽  
Ring Opening Reaction ◽  
Ring Opening Reactions ◽  
Metal Organic ◽  
Asymmetric Ring Opening

Asymmetric ring-opening reactions of meso-epoxides by aromatic amines were achieved by using some chiral metal–organic frameworks. The corresponding β-amino alcohols were obtained with good yields and enantioselectivities (up to 97% ee).

Development of recyclable chiral macrocyclic metal complexes for asymmetric aminolysis of epoxides: application for the synthesis of an enantiopure oxazolidine ring

2018 ◽  
Vol 42 (18) ◽  
pp. 15325-15331 ◽  
Author(s):  
Raj Kumar Tak ◽  
Manish Kumar ◽  
Mohd Nazish ◽  
Tushar Kumar Menapara ◽  
Rukhsana I. Kureshy ◽  
...  
Keyword(s):  
Metal Complexes ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Salen Complexes ◽  
Ring Opening Reaction

Macrocyclic Cr(iii)-salen complexes were synthesized for the ring opening reaction of various epoxides with anilines to furnish the corresponding β-amino-α-hydroxyl esters and β-amino alcohols with excellent ee/yield upto 99/95%.

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