scholarly journals Catalytic Asymmetric Ring Opening of 2,3-Substituted Norbornenes with Organometallic Reagents: A New Formal Aza Functionalization of Cyclopentadiene.

ChemInform ◽  
2006 ◽  
Vol 37 (1) ◽  
Author(s):  
Mauro Pineschi ◽  
Federica Del Moro ◽  
Paolo Crotti ◽  
Franco Macchia
Keyword(s):  
Ring Opening ◽  
Organometallic Reagents ◽  
Catalytic Asymmetric ◽  
Asymmetric Ring Opening

Catalytic asymmetric ring-opening of cyclopentadiene - heterodienophile cycloadducts with organometallic reagents

2006 ◽  
Vol 78 (2) ◽  
pp. 463-467 ◽  
Author(s):  
Mauro Pineschi ◽  
Federica Del Moro ◽  
Paolo Crotti ◽  
Franco Macchia
Keyword(s):  
Ring Opening ◽  
Cycloaddition Reaction ◽  
Diels Alder ◽  
Organometallic Reagents ◽  
The Absolute ◽  
Sterically Hindered ◽  
Catalytic Asymmetric ◽  
Absolute Stereochemistry ◽  
Asymmetric Ring Opening

An unprecedented catalytic asymmetric ring-opening of easily accessible 2,3-heterosubstituted norbornenes with hard alkyl metals (R-M), is able to give a practical regio- and stereoselective access to hetero-functionalized alkyl cyclopentenes in an enantioenriched form. The copper-catalyzed desymmetrization reaction with trialkylaluminums of sterically hindered and rigid, tri- or tetracyclic Diels-Alder adducts, easily available by cycloaddition reaction of cyclopentadiene with 4-phenyl-urazole and 2,3-phthalazine-1,4-dione, proved to be particularly efficient. Interestingly, the chirality of the amine part of the BINOL-based phosphoramidite is able to impose the absolute stereochemistry of the corresponding adducts.

Catalytic Asymmetric Transformations of Racemic Aziridines

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1738-1750 ◽  
Author(s):  
Zhuo Chai
Keyword(s):  
Ring Opening ◽  
Kinetic Resolution ◽  
Short Review ◽  
Asymmetric Transformations ◽  
Parallel Kinetic Resolution ◽  
Donor Acceptor ◽  
Molecular Architectures ◽  
Catalytic Asymmetric ◽  
Asymmetric Transformation ◽  
Asymmetric Ring Opening

The catalytic asymmetric ring-opening transformations of aziridines represent an important strategy for the construction of various chiral nitrogen-containing molecular architectures. This short review covers the progress achieved in the catalytic asymmetric transformation of racemic aziridines, focusing on the catalytic strategies employed for each different type of such aziridines.1 Introduction2 Reaction of Racemic 2-Vinylaziridines3 Reaction of Racemic 2-Alkylaziridines3.1 Regiodivergent Parallel Kinetic Resolution3.2 Kinetic Resolution4 Reaction of Racemic 2-(Hetero)arylaziridines4.1 Kinetic Resolution4.2 Enantioconvergent Transformation5 Reaction of Racemic Donor–Acceptor-Type Aziridines6 Conclusion and Outlook

Tandem Catalytic Asymmetric Ring-Opening Metathesis/Ring-Closing Metathesis

2000 ◽  
Vol 122 (8) ◽  
pp. 1828-1829 ◽  
Author(s):  
Gabriel S. Weatherhead ◽  
J. Gair Ford ◽  
Erik J. Alexanian ◽  
Richard R. Schrock ◽  
Amir H. Hoveyda
Keyword(s):  
Ring Opening ◽  
Ring Closing Metathesis ◽  
Catalytic Asymmetric ◽  
Asymmetric Ring Opening

Catalytic Asymmetric Ring Opening ofmeso-Epoxides with Aromatic Amines in Water

2005 ◽  
Vol 7 (21) ◽  
pp. 4593-4595 ◽  
Author(s):  
Stéphane Azoulay ◽  
Kei Manabe ◽  
Shū Kobayashi
Keyword(s):  
Aromatic Amines ◽  
Ring Opening ◽  
Catalytic Asymmetric ◽  
Asymmetric Ring Opening
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