294675-18-6Relevant academic research and scientific papers
Rhodium-catalyzed carbonyl allylations by allylic alcohols with tin(II) chloride
Masuyama, Yoshiro,Kaneko, Yusuke,Kurusu, Yasuhiko
, p. 8969 - 8971 (2004)
Rhodium complexes such as [RhCl(cod)]2, [Rh(cod) 2]BF4, and [Rh(cod)(CH3CN)2]BF 4 function as catalysts for carbonyl allylations by allylic alcohols with 1 equimolar amount of tin(II) chlor
Iridium-catalyzed carbonyl allylations by allylic alcohols with Tin(II) chloride
Masuyama, Yoshiro,Chiyo, Toshiya,Kurusu, Yasuhiko
, p. 2251 - 2253 (2007/10/03)
Iridium complex [IrCl(cod)]2 can function as a catalyst for the allylation of aldehydes and ketones by allylic alcohols upon addition of an equimolar amount of SnCl2 in THF-H2O; the reaction is carried out between room temperature and 50 °C to give the corresponding homoallylic alcohols. Georg Thieme Verlag Stuttgart.
Development of a highly α-regioselective metal-mediated allylation reaction in aqueous media: New mechanistic proposal for the origin of α-homoallylic alcohols
Tan, Kui-Thong,Chng, Shu-Sin,Cheng, Hin-Soon,Loh, Teck-Peng
, p. 2958 - 2963 (2007/10/03)
This paper described a general method to obtain α-adduct homoallylic alcohols using indium, zinc, and tin in water. A new mechanism was proposed to account for the formation of these synthetically difficult-to-obtain molecules. Generally, this method can
The first In(OTf)3-catalyzed conversion of kinetically formed homoallylic alcohols into the thermodynamically preferred regioisomers: Application to the synthesis of 22α-sterols
Loh, Teck-Peng,Tan, Kui-Thong,Hu, Qi-Ying
, p. 2921 - 2922 (2007/10/03)
A retro-ene reaction that generates the parent aldehyde and a sigmatropic rearrangement are involved in the In(OTf)3-catalyzed conversion of homoallylic alcohols 1 into the thermodynamically favored regioisomers 2. This method can be used for the stereocontrolled synthesis of linear homoallylic 22α-sterols from their readily accessible branched 22β isomers.
Regio- and diastereocontrol in carbonyl allylation by 1-halobut-2-enes with tin(II) halides
Ito, Akihiro,Kishida, Masayuki,Kurusu, Yasuhiko,Masuyama, Yoshiro
, p. 494 - 498 (2007/10/03)
Regio- and diastereoselective carbonyl allylations of 1-halobut-2-enes with tin(II) halides are described. Tin(II) bromide in a dichloromethane- water biphasic system is an effective reagent for unusual α-regioselective carbonyl allylation of 1-bromobut-2
Stereochemical study of the allylation of aldehydes with allyl halides in cosolvent/water(salt)/Zn and in cosolvent/water(salt)/Zn/haloorganotin media
Marton, Daniele,Stivanello, Diego,Tagliavini, Giuseppe
, p. 2731 - 2737 (2007/10/03)
The stereochemical course of the allylation and propargylation of several aldehydes with crotyl and propargyl halides using zinc powder as the condensing agent in cosolvent/water(salt) media have been extensively studied. Radical ions of well-defined geom
α-Regioselective Carbonyl Allylation by an Allylic Tin Compound Prepared from 1-Bromobut-2-ene and Tin(II) Bromide at a Nonpolar Organic-Aqueous Interface
Masuyama, Yoshiro,Kishida, Masayuki,Kurusu, Yasuhiko
, p. 1405 - 1406 (2007/10/02)
1-Bromobut-2-ene on a dichloromethane-water biphasic system at 25 deg C causes α-regioselective addition to aldehydes with SnBr2 to produce 1-substituted pent-3-en-1-ols, and causes γ-regioselective addition to aldehydes with SnBr2-Bu4NBr to produce 1-sub
