53915-69-8Relevant articles and documents
PREPARATION OF α-ALLENIC AND β-ACETYLENIC ALCOHOLS BY TREATMENT OF A MIXTURE OF Bu3SnCH=C=CH2 AND RCHO WITH Bu2SnCl2 AND WATER
Boaretto, Andrea,Marton, Daniele,Tagliavini, Giuseppe
, p. 149 - 154 (1985)
Treatment of a mixture of Bu3SnCH=C=CH2 and RCHO (R = CH3, C2H5, (CH3)2CH, (CH3)3C) with Bu2SnCl2 in the presence of water gives isomeric mixtures of α-allenic and β-acetylenic alcohols with the α-allenic isomer predominating (ca. 75 percent).Reactions carried out without water give mixtures in which the isomeric ratio between the allenic and acetylenic alcohol varied between 70/30 and 50/50.In contrast β-acetylenic alcohols predominate when HCHO and α,β-unsaturated aldehydes (R = CH2CH, CH2=C(CH3), CH3CH=CH, C3H7CH=CH) are used.The stereochemical course of the reactions appear to depend upon the addition and isomerization rates of the Bu2Sn(CH2CCH)Cl intermediate.
Indium(III) halide-catalyzed UV-irradiated radical coupling of iodomethylphosphorus compounds with various organostannanes
Suzuki, Itaru,Kiyokawa, Kensuke,Yasuda, Makoto,Baba, Akio
supporting information, p. 1728 - 1731 (2013/06/27)
The first catalytic radical coupling of iodomethylphosphorus compounds was accomplished with allyl-, alkenyl-, and allenylstannanes under UV irradiation in the presence of an indium(III) halide catalyst, for which a transmetalated allylic indium species was confirmed to be an active radical species.
A novel mode of access to polyfunctional organotin compounds and their reactivity in Stille cross-coupling reaction
Lamandé-Langle, Sandrine,Abarbri, Mohamed,Thibonnet, Jér?me,Duchêne, Alain
, p. 2368 - 2374 (2009/09/30)
Mono-, di-, tri- and tetra-functional organotin compounds were easily prepared in a sonicated Barbier reaction using ultrasound technology via coupling reaction of organo halides with tin halides (Bu3SnCl, Bu2SnCl2, BuSnCl
