107014-81-3Relevant academic research and scientific papers
SN2'Substitutions of 1,3-Dichloropropenes with the Functionalized Copper-Zinc Reagents RCu(CN)ZnX
Chen, Huai Gu,Gage, Jennifer L.,Barrett, Stephen D.,Knochel, Paul
, p. 1829 - 1832 (2007/10/02)
The addition of benzenesulfenyl (or benzeneselenyl) chlorides to propargylic chlorides affords regio- and stereospecifically (E)-1,3-dichloro-2-phenylsulfenyl (or phenylselenyl) propenes (2a-c).These new reagents were found to react with excellent SN2'selectivity with the highly functionalized copper-zinc reagents RCu(CN)ZnX, affording polyfunctional vinylic-thioethers or -selenides of type 3.The acidic hydrolysis of 3 furnishes symmetrical ketones in good yields.
Synthesis of Alkenes via Peterson Reaction
Ager, David J.
, p. 183 - 194 (2007/10/02)
The α-phenylthiosilanes (2) have been used to prepare the α-silyl anions (1) by reaction with lithium naphthalenide; subsequent condensation with a carbonyl compound gave the alkene (8) via the Peterson reaction.The α-phenylthiosilanes (2) were prepared from n,n-bis(phenylthio)acetals (4) by reaction with lithium naphthalenide and chlorotrimethylsilane.The n,n-bis(phenylthio)acetals (4) were obtained, in turn, from 1,1-bis(phenylthio)acetals (5) by anion formation with butyl-lithium-N,N,N',N'-tetramethylethylenediamine complex in hexane followed by reaction with an alkyl halide.The Peterson reaction was also used to prepare vinyl sulphides (9) and vinyl sulphones (13).
