113365-35-8Relevant academic research and scientific papers
Palladium-catalysed Carbonyl Allylation by Isoprene via Regioselective 1,4-Addition of Tin Hydride formed in situ
Masuyama, Yoshiro,Tsunoda, Megumi,Kurusu, Yasuhiko
, p. 1451 - 1452 (1994)
Isoprene reacts with aldehydes in the presence of a catalytic amount of Pd(OAc)2-4PPh3 or Pd(PPh3)4 and a stoichiometric amount of SnCl2 at 40-50 deg C in AcOH-H2O to produce 1-substituted 2,2-dimethyl-3-buten-1-ols regioselectively.
Pentaco-ordinate Silicon Compounds in Synthesis: Regiospecific Allylation of Aldehydes by Use of Triethylammonium Bis(pyrocatecholato)allylsilicates
Hosomi, Akira,Kohra, Shinya,Tominaga, Yoshinori
, p. 1517 - 1518 (1987)
The title compounds, readily prepared from allyltrimethoxysilane, pyrocatechol, and triethylamine, react with aldehydes regiospecifically and chemoselectively without catalyst under mild conditions: the allylation takes place even in protic solvents such as ethanol.
Highly regioselective and stereoselective allylation of aldehydes via palladium-catalyzed in situ hydrostannylation of allenes
Chang, Hao-Ming,Cheng, Chien-Hong
, p. 3439 - 3442 (2007/10/03)
(Equation presented) Highly regio-and stereoselective allylalion of aldehydes by allenes proceeds smoothly in aqueous/organic media in the presence of PdCl2-(PPh3)2, HCl, and SnCl2. The reaction likely occurs via hydrostannylation of allenes and allylation of aldehydes by the in situ generated allyltrichlorotins to afford the final products.
Pentacoordinate Allylsiliconates in Organic Synthesis: Synthesis of Triethylammonium Bis(catecholato)allylsiliconates and Selective Allylation of Aldehydes
Hosomi, Akira,Kohra, Shinya,Ogata, Koichiro,Yanagi, Toshiharu,Tominaga, Yoshinori
, p. 2415 - 2420 (2007/10/02)
Pentacoordinate triethylammonium bis(catecholato)allylsiliconates were synthesized by reaction of allyltrialkoxysilanes, catechol, and triethylamine.The allylsiliconates react with aldehydes without catalyst to give the corresponding homoallyl alcohols in high yields in a completely regiospecific and highly diastereoselective mode.The stereochemistry of the products can be reasonably interpreted by assuming a cyclic six-membered ring transition state.This allylation of aldehydes can also be effected by mixing them with an allyltrialkoxysilane, an alcohol, and an amide, generating the allylsiliconate in situ.
Highly stereoselective allylation of aldehydes with pentacoordinate allylsilicates in hydroxylic media. Discrimination between linear and α-branched alkanals1
Kira,Sato,Sakurai
, p. 257 - 260 (2007/10/02)
Allylation of aldehydes with allyltrifluorosilanes in the presence of a wide variety of hydroxy compounds and triethylamine gave the corresponding homoallyl alcohols in regio- and stereospecific manner. Pentacoordinate allylsilicates are suggested as inte
Photoinduced Allylation of Aromatic Carbonyl Compounds by Allylic Stannanes
Takuwa, Akio,Tagawa, Hiroyuki,Iwamoto, Hidetoshi,Soga, Osamu,Marayuma, Kazuhiro
, p. 1091 - 1094 (2007/10/02)
irradiation of aromatic carbonyl compounds and allyl-, 2-methyl-2-propenyl, or 3-methyl-2-butenyltrimethylstannanes in acetonitrile afforded δ,γ-unsaturated alcohols as major product.A photoinduced electron transfer mechanism is proposed for the allylations.
