76120-44-0Relevant academic research and scientific papers
Intramolecular Carbolithiation of 3-Lithioxy-5-alkenyllithiums as a Platform for Cyclopentanols and Cyclopentanones
Ryu, Ilhyong,Yamamura, Go-Hei,Minakata, Satoshi,Komatsu, Mitsuo,Kubo, Haruka,Ueda, Mitsuhiro
, p. 2413 - 2417 (2015/10/19)
Intramolecular carbolithiation of 3-lithioxy-5-hexenyllithiums was studied. Unlike the case of 5-hexenyllithium, the cyclization of 3-lithioxy-5-hexenyllithium was very sluggish. Acceleration was observed when lithium chloride was added, suggesting that i
Hydroalumination and related reactions of phenyl 1-(trimethylsilyl)propadienyl sulfide followed by quenching with carbonyl compounds
Tanaka,Kanemasa,Tsuge
, p. 51 - 56 (2007/10/02)
Phenyl 1-(trimethylsilyl)propadienyl sulfide undergoes a hydroalumination with diisobutylaluminum hydride (DIBAH) or lithium butyl(diisobutyl)aluminum hydride (BL-DIBAH). The adduct anion derived from DIBAH is regioselectively trapped with carbonyl compounds at the position α to the phenylthio moiety to give 1,3-dienes as Peterson olefination products; the anion derived from BL-DIBAH is trapped at the position γ to the phenylthio moiety to give 3-buten-1-ols. Silylmetalation and stanylalumination on the same acceptor have been also briefly investigated as equivalent reactions.
Regio- and Stereo-selectivity in the Reactions of Anions of Aryl Allyl Sulfides with Benzaldehyde
Ridley, Damon D.,Smal, Mary A.
, p. 1345 - 1355 (2007/10/02)
Addition reactions of anions of aryl allyl sulfides to benzaldehyde proceed readily and in good yields and afford mixtures of products resulting from α- and γ-attack on the allyl anion. γ-Products predominate, and the ratio of (E):(Z) isomers usually surrounds unity, although in the case of the reaction involving 3-(phenylthio)but-1-ene the ratio is 10:1.The ratio of diastereoisomers formed in products resulting from α-attack ranges from 3:1 to 1.3:1 (starting from 3-(2,4,6-trimethyl-phenylthio)prop-1-ene and 2-methyl-3-(phenylthio)prop-1-ene respectively).
