137335-63-8Relevant academic research and scientific papers
Catalytic allylation of stabilized phosphonium ylides with primary allylic amines
Ma, Xian-Tao,Wang, Yong,Dai, Rui-Han,Liu, Cong-Rong,Tian, Shi-Kai
, p. 11071 - 11075 (2013)
A range of ketone-stabilized phosphonium ylides were allylated with high regioselectivity by primary allylic amines in the presence of 5 mol % Pd(PPh3)4 and 10 mol % B(OH)3, and subsequent one-pot Wittig olefination gave structurally diverse α,β-unsaturated ketones in good to excellent overall yields with excellent E selectivity. The one-pot allylation/olefination reaction was extended to ester- and nitrile-stabilized phosphonium ylides by replacing B(OH)3 with TsOH, and the corresponding α,β-unsaturated esters and nitriles were obtained in moderate overall yields.
MBH reaction of alpha, beta-unsaturated ketone and allyl acetate
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Paragraph 0028; 0029; 0030-0032; 0036; 0037; 0049; 0050, (2016/10/09)
The invention discloses an MBH reaction of alpha, beta-unsaturated ketone and allyl acetate. The reaction comprises the following steps that 1, alpha, beta-unsaturated ketone, acetic acid and a catalyst are added into solvent and stirred, then Pd(PPh3)4 and allyl acetate are added, and the mixture reacts for 22-26 hours in a stirred mode at the temperature of 50 DEG C-70 DEG C; 2, a reaction product obtained in the step 1 is decompressed, the solvent is steamed away, and residues are subjected to column chromatography separation to obtain alpha-allyl substituted alpha, beta-unsaturated ketone. Adopted allyl acetate is easier to prepare, and alpha, beta-unsaturated ketone with the open chain is used. Because acetic acid is added, alpha, beta-unsaturated ketone is prevented from generating the MBH reaction by itself.
Morita-Baylis-Hillman Reaction of α,β-Unsaturated Ketones with Allylic Acetates by the Combination of Transition-Metal Catalysis and Organomediation
Li, Ya-Qiong,Wang, Hai-Jun,Huang, Zhi-Zhen
, p. 4429 - 4433 (2016/07/06)
An intermolecular Morita-Baylis-Hillman (MBH) reaction of α,β-unsaturated ketones with allylic acetates under the catalysis of 10 mol % of tetrakis(triphenylphosphine)palladium(0) and mediation of tributylphosphine has been developed in the presence of acetic acid, affording the desired α-coupling products. The MBH reaction has the advantages of good tolerance to many functional groups, excellent regioselectivity and E-stereoselectivity, and moderate to good yields.
Toward a molecular-size "Tinkertoy" construction set. Preparation of terminally functionalized [n]staffanes from [1.1.1]propellane
Kaszynski, Piotr,Friedli, Andrienne C.,Michl, Josef
, p. 601 - 620 (2007/10/02)
A facile but low-yield synthesis of [n]staffanes (the oligomers of [1.1.1.]propellane 1, n =1-5) functionalized on one or both ends is described, and their properties are summarized. The substituents are -COOCH3, -n-C4H9, -C6H5, -Br, -I, and -SCOCH3, and their conversion to others, such as -COOH, -COCH3 and -SH, is demonstrated. It is proposed that these rod-shaped molecules will be useful in the development of a molecular-size civil engineering construction set analogous to children's toy construction sets.
