69036-33-5Relevant academic research and scientific papers
A New Synthetic Route to β-Hydroxythioethers from Carbonyl Compounds Using Samarium(II) Diiodide (SmI2)
Yamashita, Masayuki,Kitagawa, Kazuhiro,Ohhara, Takashi,Iida, Yoshiko,Masumi, Akiko,et al.
, p. 653 - 656 (2007/10/02)
In the presence of samarium diiodide (SmI2) in THF, chloromethyl sulfides reacted with carbonyl compounds to give β-hydroxythioethers under mild and neutral conditions in moderate to good yields.
Synthesis of Cyclic Allylic Sulphides (Ring Sizes 5-15) via Phenylthio Participation
Hannaby, Malcolm,Warren, Stuart
, p. 303 - 311 (2007/10/02)
Dehydration of β-phenylthio alcohols occurs with PhS participation unless stereochemistry prevents it.Without PhS participation, mixtures of allylic and vinylic sulphides are formed, but with PhS participation routes to three families of cyclic allylic su
Preparation of allylic lithium reagents with the allylic system partly incorporated into carbocyclic rings
Screttas, Constantinos G.,Smonou, Ioulia C.
, p. 143 - 152 (2007/10/02)
A new method is described for preparation of allylic type organolithiums in which two of the allylic system carbons form part of carbocyclic ring.It involves cleavage of the readily accessible allylic sulfides 1-phenylthiomethylcycloalkanes by the naphthalenelithium in tetrahydrofuran.Carbonation of the reagents has given mixtures of cycloalken-1-yl acetic acids and 2-methylecycloalkane carboxylic acids, the distribution of which is strongly dependent on the ring size; thus the proportion of cycloalkenyl acetic acid, the endocyclic olefinic product, increases sharply on going from C5 to C8 ring derivatives and then considerably less sharply on going from C8 to C10 at which point the carbonation reaction has a high selectivity.It is concluded that the site of attack in the allylic anion by CO2 is determined by the thermochemical stability of the product(s).
DEHYDRATION OF ALCOHOLS WITH AN ADJACENT PHENYLTHIO (PhS) GROUP
Hannaby, Malcolm,Warren, Stuart
, p. 3133 - 3136 (2007/10/02)
Rings produce particular constraints not experienced by acyclic systems.We have investigated how the change in conformational and steric factors caused by varying the ring size affects a reaction within cyclic systems.
