Tandem intramolecular Michael addition and 1,3-dipolar cycloaddition reactions of oximes; versatile new carbon–carbon bond forming methodology

1987 ◽  
pp. 1327-1328 ◽  
Author(s):  
Paul Armstrong ◽  
Ronald Grigg ◽  
Sivagnanasundram Surendrakumar ◽  
William J. Warnock
Keyword(s):  
Michael Addition ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Carbon Bond ◽  
Bond Forming ◽  
Carbon Carbon Bond

scholarly journals Conjugated nitrosoalkenes as Michael acceptors in carbon–carbon bond forming reactions: a review and perspective

2017 ◽  
Vol 13 ◽  
pp. 2214-2234 ◽  
Author(s):  
Yaroslav Dmitrievich Boyko ◽  
Valentin Sergeevich Dorokhov ◽  
Alexey Yu Sukhorukov ◽  
Sema Leibovich Ioffe
Keyword(s):  
Total Synthesis ◽  
Organic Synthesis ◽  
Michael Addition ◽  
High Reactivity ◽  
Carbon Bond ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Bond Forming Reactions ◽  
Recent Developments ◽  
Michael Acceptors

Despite of their chemical instability and high reactivity, conjugated nitrosoalkenes are useful intermediates in target-oriented organic synthesis. The present review deals with carbon–carbon bond forming reactions involving Michael addition to α-nitrosoalkenes with a particular focus on recent developments in this methodology and its use in total synthesis.

Nickel-Catalyzed Electronically-Reversed Enantioselective Hydrocarbofunctionalizations of Acrylamides

Synlett ◽  
2021 ◽  
Author(s):  
Lou Shi ◽  
Wei Shu
Keyword(s):  
Nickel Catalyst ◽  
Functional Group ◽  
Optically Active ◽  
Forming Process ◽  
Carbon Bond ◽  
Bond Forming ◽  
Synthetic Strategy ◽  
Carbon Carbon Bond ◽  
Wide Range ◽  
Simple Protocol

Asymmetric hydrocarbofunctionalizations of alkenes has emerged as an efficient synthetic strategy for accessing optically active molecules via carbon-carbon bond-forming process from readily available alkenes and carbo-electrophiles. Herein, we present a summary of the efforts from our group to control the regio- and enantioselectivity of hydrocarbofunctionalizations of electron-deficient alkenes with a nickel catalyst and chiral bisoxazolidine ligand. The reaction undergoes electron-reversed hydrocarbofunctionalizations acrylamides with excellent enantioselectivity. This operationally simple protocol enables the asymmetric hydroalkylation, hydrobenzylation and hydropropargylation of acrylamides. This reaction is useful for preparing a wide range of α-branched chiral amides with broad functional group tolerance.

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