124004-57-5Relevant articles and documents
Regioreversed Addition of Crotylmagnesium Chloride to Carbonyl Compounds in the Presence of AlCl3
Yamamoto, Yoshinori,Maruyama, Kazuhiro
, p. 1564 - 1565 (1983)
The reaction of carbonyl compounds with crotylmagnesium chloride in the presence of AlCl3 at -78 deg C gives predominantly products in which the allylic group is attached at the less substituted position (α-adduct).
Mechanistic studies on the catalytic cycle of metal fluoride-catalyzed allylation using allyltrimethoxysilane in protic solvents
Aoyama, Naohiro,Hamada, Tomoaki,Manabe, Kei,Kobayashi, Shu
, p. 7329 - 7333 (2003)
The catalytic cycles of CdF2·1-catalyzed and AgF·BINAP-catalyzed allylation using allyltrimethoxysilane in protic solvents were investigated. The experimental and 19F NMR studies strongly supported that metal fluorides were regenerat
COBALT MEDIATED REGIOREVERSED ADDITION OF But-2-ENYLTRIBUTYLSTANNANE TO ALDEHYDES
Iqbal, Javed,Joseph, Sajan P.
, p. 2421 - 2422 (1989)
The addition of allyltributylstannane (1) and but-2-enyltributylstannane (2) to aldehydes (3) in presence of cobalt(II) chloride proceeds in a regioreversed manner as indicated by the exclusive formation of α-adducts (5) from (2) in good yields.
Allylic-type diindium reagents. Reactivity toward electrophiles and cascade coupling reactions with imines
Hirashita, Tsunehisa,Hayashi, Yousuke,Mitsui, Kazuma,Araki, Shuki
, p. 1309 - 1313 (2003)
The allylic-type diindium reagents A and B were prepared from 3-bromo-1-iodopropene (1a) and 4-bromo-2-iodobut-2-ene (1b), respectively, and their reactions with electrophiles were investigated. The diindium reagents A and B were initially reacted with im
Unprecedented highly chemoselective allylation of imines in the presence of aldehydes via a palladium catalysed allylstannane reaction
Nakamura, Hiroyuki,Iwama, Hideki,Yamamoto, Yoshinori
, p. 1459 - 1460 (1996)
Imines are allylated chemoselectively in the presence of aldehydes using allylstannanes with a π-allylpalladium chloride dimer catalyst.
Regioselective reaction of allylbenzotriazoles with aldehydes and ketones in the presence of lithium
Katritzky, Alan R.,Fali, Clara N.,Qi, Ming
, p. 363 - 366 (1998)
The reactions of α- and γ-substituted allylbenzotriazoles 2, 3 and 4 with an excess of lithium in THF at -78°C generate various allyllithiums, which react readily with aldehydes and ketones with high regioselectivity to give predominantly the branched products 5 in excellent yields.
High regio- and stereoselective Barbier reaction of carbonyl compounds mediated by NaBF4/Zn (Sn) in water
Zha, Zhenggen,Xie, Zhen,Zhou, Cunliu,Chang, Mingxin,Wang, Zhiyong
, p. 1297 - 1300 (2003)
Studies with NaBF4/M (M = Zn or Sn) showed that this novel mediator facilitated allylation of a variety of carbonyl compounds in water and had a great influence on the diastereoselectivity of the addition. More importantly, α- and γ-addition pr
Allylation of carbonyl compounds mediated by nanometer-sized bismuth in water
Xu, Xiaolan,Zha, Zhenggen,Miao, Qian,Wang, Zhiyong
, p. 1171 - 1174 (2004)
It is found that nanometer-sized bismuth mediates the allylation of carbonyl compounds in water to afford the corresponding homoallylic alcohol in high yields. Nanometer-sized bismuth is much more effective than regular bismuth powder in this reaction.
Bismuth mediated barbier synthesis of α-homoallylic alcohols via a sigmatropic rearrangement in [bmim][HSO4]
Chatterjee, Sucheta,Dey, Papiya,Kanojia, Seema V.,Chattopadhyay, Subrata,Goswami, Dibakar
supporting information, p. 765 - 775 (2020/12/13)
A novel protocol for the Bismuth metal mediated regioselctive crotylation of aldehydes yielding α-homoallylic alcohols has been developed using 20mol% [bmim][HSO4] as a metal activator, as well as a mediator for regioconversion from the initially formed γ-regiomer. The present protocol minimizes the use of conventional solvents and proceeds with good yields and excellent regioselectivities.
Nickel-catalyzed remote hydrosilylation of unconjugated enones with bulky triphenylsilane
Chen, Xue,Jin, Hongwei,Liu, Yunkui,Wang, Zhen,Zhou, Bingwei,Zhou, Jinyong
supporting information, p. 8021 - 8024 (2021/10/04)
Herein we describe a nickel-catalyzed remote hydrosilylation of unconjugated enones with bulky triphenylsilane. A range ofZ-silyl enol ethers are obtained as major isomers due to the process of nickel triggered alkene isomerization. Notably, some specific
