Reaction of phenyl-substituted allyllithiums with tert-alkyl bromides. Remarkable difference in the alkylation regiochemistry between a polar process and the one involving single-electron transfer

1987 ◽  
Vol 109 (11) ◽  
pp. 3391-3397 ◽  
Author(s):  
Jiro Tanaka ◽  
Masatomo Nojima ◽  
Shigekazu Kusabayashi
Keyword(s):  
Electron Transfer ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Remarkable Difference ◽  
Alkyl Bromides ◽  
The One

Sulfonyl esters 6. Elucidation of the first sequence in the Trithioorthoformate Reaction

1995 ◽  
Vol 73 (3) ◽  
pp. 444-452 ◽  
Author(s):  
James Clayton Baum ◽  
Bradley Eugene Black ◽  
Laura Precedo ◽  
John Edward Goehl ◽  
Richard Francis Langler
Keyword(s):  
Electron Transfer ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Computational Results ◽  
One Pot ◽  
The One ◽  
Sulfonate Ester

The one-pot conversion of a mercaptan and an aryl methanesulfonate into a trithioorthoformate is described. The intermediacy of a sulfide-sulfonate ester is firmly established. Experimental and computational results permit the formulation of a possible pathway for the formation of the intermediate sulfide-sulfonate ester. Keywords: single electron transfer, sulfonate esters, sulfide-sulfonate esters.

Sulfonyl esters 7. The second and third sequences in the Trithioorthoformate Reaction

1996 ◽  
Vol 74 (9) ◽  
pp. 1638-1648 ◽  
Author(s):  
Kashyapa Ananda Ginige ◽  
John Edward Goehl ◽  
Richard Francis Langler
Keyword(s):  
Electron Transfer ◽  
Key Words ◽  
Single Electron ◽  
Single Electron Transfer ◽  
One Pot ◽  
The One ◽  
Sulfonate Ester

A previous report has established the intermediacy of a sulfide-sulfonate ester in the one-pot conversion of an aryl mercaptan and a sulfonate ester into the corresponding trithioorthoformate. This report describes evidence for the sequential intermediacy of a bissulfide-sulfonate ester and a dithiosulfène in the conversion of the sulfide-sulfonate ester into the trithioorthoformate. A new sulfonate ester is shown to give the highest yield of trithioorthoformate. Key words: single electron transfer, sulfonate esters, sulfenes.

Reversal of Polarity by Catalytic SET Oxidation: Synthesis of Azabicyclo[m.n.o]alkanes via Chemoselective Reduction of Amidines

2021 ◽  
Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das
Keyword(s):  
Electron Transfer ◽  
Stereoselective Synthesis ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Catalytic Method ◽  
One Pot ◽  
Oxidative System ◽  
Oxidation Synthesis

A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...

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