Synthesis of multi-substituted vinylsilanes via copper(I)-catalyzed hydrosilylation reactions of allenes and propiolate derivatives with silylboronates.

نویسندگان

  • Yun-He Xu
  • Liu-Hai Wu
  • Jun Wang
  • Teck-Peng Loh
چکیده

An efficient and general copper(I)-catalyzed method for the synthesis of multi-substituted vinylsilanes is reported. Multi-substituted allenes with electron-withdrawing groups and propiolate derivatives reacted well with (dimethylphenylsilyl)boronic acid pinacol ester to afford silyl-substituted butenoate derivatives and β-silyl-substituted acrylate derivatives, respectively. The corresponding products could be obtained in moderate to high yields and with good to excellent stereoselectivities.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Synthesis of Multi-Substituted Vinylsilanes via Copper(I)-Catalyzed Hydrosilylation Reactions of Allenes and Propiolate Derivatives with Silylboronate

Please note that technical editing may introduce minor changes to the text and/or graphics, which may alter content. The journal’s standard Terms & Conditions and the Ethical guidelines still apply. In no event shall the Royal Society of Chemistry be held responsible for any errors or omissions in this Accepted Manuscript or any consequences arising from the use of any information it contains. ...

متن کامل

Copper(II)-catalyzed highly regio- and stereo-selective hydrosilylation of unactivated internal alkynes with silylborate in water.

The highly regio- and stereoselective hydrosilylation of internal alkynes with silylborate catalyzed by Cu(OTf)2 with 1,10-phenanthroline as the ligand in the presence of Cs2CO3 in water is developed. This protocol was applied efficiently in the aqueous synthesis of multi-substituted vinylsilanes.

متن کامل

Nanocrystalline copper(II) oxide-catalyzed one-pot four- component synthesis of polyhydroquinoline derivativesunder solvent-free conditions

The efficient and environmentally friendly method for the one-pot synthesis of polyhydroquinolines has been developed in the presence of CuO nanoparticles. The multi-component reactions of aldehydes, dimedone, ethyl acetoacetate andammonium acetate were carried out under solvent-free conditions to afford some polyhydroquinoline derivatives. This method provides several advantages including high...

متن کامل

Enantioselective synthesis of α-aminosilanes by copper-catalyzed hydroamination of vinylsilanes.

The synthesis of α-aminosilanes by a highly enantio- and regioselective copper-catalyzed hydroamination of vinylsilanes is reported. The system employs Cu-DTBM-SEGPHOS as the catalyst, diethoxymethylsilane as the stoichiometric reductant, and O-benzoylhydroxylamines as the electrophilic nitrogen source. This hydroamination reaction is compatible with differentially substituted vinylsilanes, thu...

متن کامل

Nano silica sulfuric acid catalyzed synthesis of 2-substituted aryl (indolyl) kojic acid derivatives

Nano silica sulfuric acid as a solid acid, was described to be an effective catalyst for one-pot three-component reaction of kojic acid, aryl aldehydes and indoles for the preparation of 2-substituted aryl (indolyl) kojic acid derivatives. The catalyst was prepared by combination of chlorosulfonic acid to nano silica gel. The size of nanoparticles were observed with SEM.All prepared compounds w...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical communications

دوره 50 54  شماره 

صفحات  -

تاریخ انتشار 2014