80188-13-2Relevant academic research and scientific papers
Nickel-catalyzed dimerization coupling reactions of vinyl Grignard reagents with 3, 4-membered cyclic ethers and chlorosilanes
Fujii, Yuuki,Terao, Jun,Watabe, Hiroyasu,Watanabe, Hiroyuki,Kambe, Nobuaki
, p. 6635 - 6641 (2007)
Vinyl Grignard reagents reacted with cyclic ethers in the presence of a nickel catalyst giving rise to 2:1 coupling products 1 regioselectively. When chlorosilanes were used instead of cyclic ethers, 2:2 component coupling products 6 were obtained. A plau
Generation of prenylhafnlum and α-selectlve addition to imines
Shibata, Ikuya,Miyamoto, Shinji,Tsunoi, Shinji,Sakamoto, Kazuya,Baba, Akio
scheme or table, p. 3508 - 3511 (2009/12/01)
Allylhafnium compounds were generated by transmetalation between allyl-SnBu3 and HfCl4 in EtCN. A highly α-selective addition reaction of prenyltributyltin to imines was observed.
Generation of allylic indium by hydroindation of 1,3-dienes and one-pot reaction with carbonyl compounds
Hayashi, Naoki,Honda, Hiroyuki,Yasuda, Makoto,Shibata, Ikuya,Baba, Akio
, p. 4553 - 4556 (2007/10/03)
A hydroindation of 1,3-dienes by dichloroindium hydride (HInCl2) generates allylic indiums that react with carbonyl or imine moieties in a one-pot treatment. The former reaction proceeds in a radical manner, and the latter is ionic allylation.
Allylation of aldimines promoted by NbCl5
Andrade, Carlos Kleber Z,Oliveira, Guilherme R
, p. 1935 - 1937 (2007/10/03)
Niobium chloride promoted the addition of allylstannanes to aromatic aldimines. Excellent syn diastereoselectivity was obtained in the addition of crotylstannane to N-benzylideneaniline (46:1).
NbCl5: A novel Lewis acid in allylation reactions
Andrade, Carlos Kleber Z.,Azevedo, Neucírio R.,Oliveira, Guilherme R.
, p. 928 - 936 (2007/10/03)
Allylation reactions promoted by niobium pentachloride are described. Allylstannanes were added to aromatic and aliphatic aldehydes and aromatic imines in good yields. Excellent syn diastereoselectivities were obtained in the addition of (E)-cinnamylstannane to benzaldehyde (49:1) and in the addition of crotylstannane to N-benzylideneaniline (46:1).
Synthesis of Homoallylamines by the Addition of Allylic Indium Reagents to Azomethines and Nitriles
Jin, Shun-Ji,Araki, Shuki,Butsugan, Yasuo
, p. 1528 - 1532 (2007/10/02)
Triallyldiindium trihalides and allylindate(1-)s reacted with N-benzylideneamines regioselectively at the C-3 carbon on the allyl group to give high yields of homoallylic secondary amines.Primary amines were obtained by the action of an excess of allylic
Regiospecific and Diastereoselective Crotylation of Aldimines with Crotylfluorosilanes Activated by Fluoride Ions
Kira, Mitsuo,Hino, Takakazu,Sakurai, Hideki
, p. 277 - 280 (2007/10/02)
Aliphatic and aromatic aldimines are crotylated in a regiospecific and diastereoselective manner by the reaction with (E)- and (Z)-crotyltrifluorosilanes in the presence of cesium fluoride to give homoallylamines in high yields.
Diastereofacial Selectivity in the Reaction of Allylic Organometallic Compounds with Imines. Stereoelectronic Effect of Imine Group
Yamamoto, Yoshinori,Komatsu, Toshiaki,Maruyama, Kazuhiro
, p. 3115 - 3121 (2007/10/02)
The diastereofacial selectivity in the reaction of crotyl organometallic compounds (4) (M = Li+, Mg, B, and Sn) with imines (3) is investigated.The reaction of ordinary imines produces the erythro isomer (5) predominantly regardless of the metal (M).With increase of the steric bulk of the R group or with aryl substituent in the R' group, the threo isomer (6) predominates in the reaction of crotyl-9-BBN.The ratio of erythro (11)/threo (12) in the reaction of pent-3-en-2-yl-9-BBN (9) is higher then the ratio of erythro (5)/threo (6) in the reaction of crotyl-9-BBN itself.On the basis of these observations, the transition-state geometry is discussed.
The threo-Selective Reaction of Allenic Organometallic Compounds with Imines
Yamamoto, Yoshinori,Ito, Wataru,Maruyama, Kazuhiro
, p. 1004 - 1005 (2007/10/02)
The reaction between the imines (2) and the allenic organometallic compounds (3) gives the threo adducts (4) with very high stereoselectivity, while the reaction with 9-but-2-enyl-9-borabicyclononane gives the analogous erythro allylamines stereoselectively.
REACTIONS OF TITANOCENE ALLYLS
Klei, E.,Teuben, J.H.,De Liefde Meijer, H.J.,Kwak, E.J.,Bruins, A.P.
, p. 327 - 339 (2007/10/02)
Cp2Tiη3-allyl and Cp2Tiη3-1-methylallyl react with carbon dioxide, phenylisocyanate, benzalaniline, acetone and acetonitrile to give insertion products which are formed via allyl migration.Normal insertion is observed with 2,6-xylylisocyanide.C
