22817-10-3Relevant academic research and scientific papers
A practical method to stereospecifically synthesize trans-stilbene derivatives
Jian, Yujuan,Sun, Gaojun,Li, Jiaming,Su, Dan,Li, Chuanrun,Zhong, Guochen
, p. 1423 - 1428 (2011/10/31)
A practical method to stereospecifically synthesize trans-stilbenes was developed via the one-pot benzylation-dehydration reaction of aromatic aldehydes with benzyltrimethylsilane (BTMS), which was driven by tetrabutylammonium fluoride (TBAF) in THF. At the same time a plausible description of the whole process was proposed and the effects of substituted groups on the reaction were investigated. Also this method was employed to synthesize three precursors of natural products with excellent yields, which demonstrated that this method is much efficient and practical in the synthesis of some natural products. A practical method to stereospecifically synthesize trans-stilbenes was developed via the one-pot benzylation-dehydration reaction of aromatic aldehydes with benzyltrimethylsilane, which was driven by tetrabutylammonium fluoride in THF. A plausible description of the whole process was proposed and the effects of substituted groups on the reaction were investigated. This method was employed to synthesize three precursors of natural products with excellent yields. Copyright
1,2-Diarylethanols by alternative regioselective reductive ring-opening of 2,3-diaryloxiranes
Blasio, Nadia Di,Lopardo, Maria Teresa,Lupattelli, Paolo
experimental part, p. 938 - 944 (2009/07/19)
Non-symmetrical ￡rans-2,3-diaryloxiranes have been regioselectively opened by catalytic hydrogenation over Pd/C, NaBH4/Pd and [Cp 2TiCl]/H2O. Although in the catalytic hydrogenation reactions the epoxides were mainly opened at the β-carbon with respect to the substituted aryl ring in all cases, with the [Cp2TiCl]/H 2O system the regioselectivity was affected by the electronic properties of the aryl residues, the epoxides being opened on the carbon bearing the most electron-releasing or the least electron-withdrawing group. With the NaBH4/Pd system different regioisomers were obtained depending on the substituents. Starting from enantioenriched epoxides, no loss of optical purity was observed in the alcohols formed.
Cadmium-mediated carbonyl benzylation in tap water
Zhou, Cunliu,Wang, Zhiyong
, p. 1649 - 1655 (2007/10/03)
Zn/CdCl2 has been developed as a mediator in the benzylation of various aldehydes in tap water affording the corresponding alcohols in moderate to good yields. The addition of a catalytic amount of InCl3 increases the yield of benzylation product significantly. It can selectively mediate the benzylation of aldehydes in the presence of ketones. A mechanism involving the formation of a cation π-complex is proposed based on the experimental facts. Georg Thieme Verlag Stuttgart.
