Chemoselectivity in the Michael Addition of Silyl Enol Ethers in Lithium Perchlorate-Diethyl Ether Medium. Evidence for Facile Silyl Group Transfer to Michael Acceptors

1995 ◽  
Vol 60 (16) ◽  
pp. 5024-5028 ◽  
Author(s):  
V. Geetha Saraswathy ◽  
S. Sankararaman
Keyword(s):  
Diethyl Ether ◽  
Michael Addition ◽  
Lithium Perchlorate ◽  
Enol Ethers ◽  
Silyl Group ◽  
Group Transfer ◽  
Silyl Enol Ethers ◽  
Michael Acceptors ◽  
The Michael Addition

Activation of Michael Acceptors by Halogen-Bond Donors

Synlett ◽  
2017 ◽  
Vol 29 (10) ◽  
pp. 1307-1313 ◽  
Author(s):  
Martin Breugst ◽  
Daniel von der Heiden ◽  
Eric Detmar ◽  
Robert Kuchta
Keyword(s):  
Michael Addition ◽  
Halogen Bond ◽  
Experimental Investigations ◽  
Michael Acceptors ◽  
The Michael Addition

Extending earlier studies on iodine catalysis, experimental investigations show that various halogen-bond donors can also be employed to accelerate the Michael addition between trans-crotonophenone and indole. Solvent as well as counteranion effects have been analyzed, and kinetic and computational investigations provide additional insights into the mode of activation.

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