Transformation of α-assisted carbanions into the corresponding trimethylsiloxy derivatives using bis(trimethylsilyl)peroxide
The reaction of bis(trimethylsilyl)peroxide with tlithium derivatives of sulphides and nitriles is reported to give the corresponding O-trimethylsilyl hemithioacetals and cyanohydrins. From these products the carbonyl function can be exposed in acidic media or in the presence of fluoride ions. This methodology provides an attractive route to transform a CH2-X group (X = PhS, MeS or CN) into the corresponding CHO, allowing the preparation of aldehydes that can be considered difficult to prepare such as, for example, formyltrimethylsilane which was generated and trapped in situ using a Wittig reaction.
Dembech,Guerrini,Ricci,Seconi,Taddei
p. 2999 - 3006
(2007/10/02)
ORGANIC SONOCHEMISTRY, ULTRASONIC ACCELERATION OF THE REACTION OF DICARBONYLS WITH TRIMETHYLCHLOROSILANE IN THE PRESENCE OF ZINC.
Ultrasonic waves increase the rates and the yields of the reactions of some α-dicarbonyls towards zinc and trimethylchlorosilane to give bis(trimethylsiloxy)alkenes.
Boudjouk, Philip,So, Jeung Ho
p. 775 - 778
(2007/10/02)
Acylsilanes and C-Stannylimines as Anion Equivalents
Acylsilanes and C-stannylimines react with organic halides in the presence of KF-18-crown-6 ether to give ketones and ketimines, respectively.
Degl'Innocenti, Alessandro,Pike, Stephen,Walton, David R. M.,Seconi, Giancarlo,Ricci, Alfredo,Fiorenza, Mariella
p. 1201 - 1202
(2007/10/02)
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