Stereoselective Selenolactonization by Superelectrophilic Benzeneselenenyl Triflate
Benzeneselenenyl triflate is prepared from benzeneselenenyl chloride and silver trifluoromethanesulfonate.It performs selenium-induced cyclization of β,γ-, γ,δ-, and δ,ε-unsaturated carboxylic acids.
Murata, Shizuaki,Suzuki, Toshiyasu
p. 849 - 852
(2007/10/02)
ULTRASONIC FORMATION AND REACTIONS OF SODIUM PHENYLSELENIDE
Treatment of diphenyldiselenide with sodium metal in tetrahydrofuran under ultrasonic conditions conveniently gave a suspension of sodium phenylselenide which could be transferred by syringe or cannula and reacted with sulphonates, halides and epoxides.
Ley, Steven V.,O'Neil, Ian A.,Low, Caroline M. R.
p. 5363 - 5368
(2007/10/02)
Cyclofunctionalisation of unsaturated acids with benzeneselenenyl chloride. Kinetic and thermodynamic aspects of the rules for ring closure
Experimental procedures are described for the synthetically useful reaction by which olefinic acids are converted into lactones carrying a benzeneseleno-group. Data are presented to define some of the mechanistic details of this type of cyclofunctionalisation and kinetic and thermodynamic factors relevant to the Rules for Ring Closure are discussed. A nomenclature is introduced for a treatment of ring-fusion stereochemistry.
Clive, Derrick L.J.,Russell, Charles G.,Chittattu, Gim,Singh, Alok
p. 1399 - 1408
(2007/10/02)
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