Enantioselective Alkylative Double Ring Opening of Epoxides: Synthesis of Enantioenriched Unsaturated Diols and Amino Alcohols.

ChemInform ◽  
2003 ◽  
Vol 34 (14) ◽  
Author(s):  
David M. Hodgson ◽  
Christopher R. Maxwell ◽  
Timothy J. Miles ◽  
Edyta Paruch ◽  
Matthew A. H. Stent ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Double Ring ◽  
Ring Opening Of Epoxides

scholarly journals Enantioselective Alkylative Double Ring Opening of Epoxides: Synthesis of Enantioenriched Unsaturated Diols and Amino Alcohols

2002 ◽  
Vol 41 (24) ◽  
pp. 4611-4611 ◽  
Author(s):  
David M. Hodgson ◽  
Christopher R. Maxwell ◽  
Timothy J. Miles ◽  
Edyta Paruch ◽  
Matthew A. H. Stent ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Double Ring ◽  
Ring Opening Of Epoxides

scholarly journals Enantioselective Alkylative Double Ring Opening of Epoxides: Synthesis of Enantioenriched Unsaturated Diols and Amino Alcohols

2002 ◽  
Vol 114 (24) ◽  
pp. 4806-4806
Author(s):  
David M. Hodgson ◽  
Christopher R. Maxwell ◽  
Timothy J. Miles ◽  
Edyta Paruch ◽  
Matthew A. H. Stent ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Double Ring ◽  
Ring Opening Of Epoxides

Enantioselective Alkylative Double Ring Opening of Epoxides: Synthesis of Enantioenriched Unsaturated Diols and Amino Alcohols

2002 ◽  
Vol 41 (22) ◽  
pp. 4313-4316 ◽  
Author(s):  
David M. Hodgson ◽  
Christopher R. Maxwell ◽  
Timothy J. Miles ◽  
Edyta Paruch ◽  
Matthew A. H. Stent ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Double Ring ◽  
Ring Opening Of Epoxides

Organolithium-induced enantioselective alkylative double ring-opening of epoxides: synthesis of enantioenriched unsaturated amino alcohols

Tetrahedron ◽  
2004 ◽  
Vol 60 (16) ◽  
pp. 3611-3624 ◽  
Author(s):  
David M. Hodgson ◽  
Christopher R. Maxwell ◽  
Timothy J. Miles ◽  
Edyta Paruch ◽  
Ian R. Matthews ◽  
...  
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Double Ring ◽  
Ring Opening Of Epoxides

scholarly journals Anhydrous Titanium(III) chloride as a New Lewis-Acid Catalyst for Ring Opening of Epoxides with Aromatic Amines

2007 ◽  
Vol 2 (2) ◽  
pp. 1934578X0700200
Author(s):  
Suchitra Bhatt ◽  
Sandip K. Nayak
Keyword(s):  
Ambient Temperature ◽  
Lewis Acid ◽  
Aromatic Amines ◽  
Ring Opening ◽  
Acid Catalyst ◽  
Amino Alcohols ◽  
Azide Ion ◽  
Ring Opening Of Epoxides ◽  
Lewis Acid Catalyst

Anhydrous titanium(III) chloride was found to be a simple and efficient Lewis acid catalyst for ring opening of epoxides at ambient temperature. The reaction proceeded smoothly with anilines as well as azide ion as nucleophiles to give the corresponding β-amino alcohols and β-azido alcohols in moderate to good yields.

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.

Synthesis of β-amino alcohols using MgO as a new catalyst under solvent-free conditions

2008 ◽  
Vol 86 (1) ◽  
pp. 65-71 ◽  
Author(s):  
Mona Hosseini-Sarvari
Keyword(s):  
Ring Opening ◽  
Amino Alcohols ◽  
Solvent Free ◽  
Aliphatic Amines ◽  
Solvent Free Conditions ◽  
Ring Opening Of Epoxides ◽  
High Yields ◽  
Aromatic And Aliphatic Amines

MgO catalyzed efficiently the ring opening of epoxides with a range of aromatic and aliphatic amines to produce β-substituted alcohols in high yields under solvent-free conditions. Exclusive trans stereoselectivity is observed for cyclic epoxide.Key words: MgO, β-amino alcohols, solvent-free, epoxide, amine.

Active Copper Catalyzed Regioselective Ring Opening of Epoxides by Heterocyclic Amines: An Efficient Protocol for Synthesis of β-Amino Alcohols

2019 ◽  
Vol 4 (3) ◽  
pp. 194-199
Author(s):  
Santosh S. Devkate ◽  
Arvind S. Burungale ◽  
Ashok S. Pise ◽  
Sunil D. Jadhav
Keyword(s):  
Natural Products ◽  
Carbon Atom ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Heterocyclic Amines ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Of Epoxide ◽  
Ring Opening Of Epoxides

The regioselective epoxide ring opening at less substituted carbon atom of epoxide were reported by nucleophiles like heterocyclic amines which gives well known 1,2-difunctionalized amino alcohols. These are present in many synthetic as well as natural products. The ring opening of epoxide is achieved by cleavage with amines in presence of copper(0) as a catalyst. It is observed that the lithium napthalenide reduction of copper(I) produces a highly reactive form of copper(0) that acts as a catalyst for ring opening of epoxides with an amine.

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