Nucleophilic ring opening of trans-2,3-disubstituted epoxides to β-amino alcohols with catalyst-controlled regioselectivity

2018 ◽  
Vol 54 (92) ◽  
pp. 12998-13001 ◽  
Author(s):  
Michelle Lee ◽  
Jessica R. Lamb ◽  
Maria J. Sanford ◽  
Anne M. LaPointe ◽  
Geoffrey W. Coates
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Nucleophilic Ring Opening

We report the nucleophilic ring opening of unsymmetrical trans-epoxides to β-amino alcohols with catalyst-controlled regioselectivity.

scholarly journals Synthetic and theoretical investigation on the one-pot halogenation of β-amino alcohols and nucleophilic ring opening of aziridinium ions

2016 ◽  
Vol 14 (3) ◽  
pp. 920-939 ◽  
Author(s):  
Yunwei Chen ◽  
Xiang Sun ◽  
Ningjie Wu ◽  
Jingbai Li ◽  
Shengnan Jin ◽  
...  
Keyword(s):  
Theoretical Investigation ◽  
Ring Opening ◽  
Amino Alcohols ◽  
One Pot ◽  
The One ◽  
Aziridinium Ions ◽  
Nucleophilic Ring Opening

One-pot formation and nucleophilic ring opening of aziridinium ions are reported.

An efficient method for regioselective ring opening of epoxides by amines under microwave irradiation using Bi(NO3)3·5H2O as a catalyst

2017 ◽  
Vol 41 (7) ◽  
pp. 2668-2671 ◽  
Author(s):  
Shobha Bansal ◽  
Yogendra Kumar ◽  
Parveen Pippal ◽  
Dipak K. Das ◽  
Panchanan Pramanik ◽  
...  
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Solvent Free ◽  
Environmentally Benign ◽  
Highly Efficient ◽  
Ring Opening Of Epoxides ◽  
Nucleophilic Ring Opening

Bi(NO3)3·5H2O a highly efficient environmentally benign catalyst, is used for the nucleophilic ring opening of epoxides with aromatic, aliphatic and heteroaromatic amines under solvent free microwave conditions to afford the corresponding β-amino alcohols in good to excellent yields with high regioselectivity.

scholarly journals Nucleophilic Ring Opening of Cyclic 1,2-Sulfites with Nitrogen Nucleophiles. A Route to Enantiopure Benzylic Amino Alcohols.

1998 ◽  
Vol 52 ◽  
pp. 1060-1063 ◽  
Author(s):  
Kirsten Nymann ◽  
Saravanapavan Mylvaganam ◽  
John S. Svendsen ◽  
Inamur Rahaman Laskar ◽  
Nirmalendu Ray Chaudhuri ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Nitrogen Nucleophiles ◽  
Nucleophilic Ring Opening
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