Efficient methods for enol phosphate synthesis using carbon-centred magnesium bases.

نویسندگان

  • William J Kerr
  • David M Lindsay
  • Vipulkumar K Patel
  • Muralikrishnan Rajamanickam
چکیده

Efficient conversion of ketones into kinetic enol phosphates under mild and accessible conditions has been realised using the developed methods with di-tert-butylmagnesium and bismesitylmagnesium. Optimisation of the quench protocol resulted in high yields of enol phosphates from a range of cyclohexanones and aryl methyl ketones, with tolerance of a range of additional functional units.

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

Bismesitylmagnesium: a thermally stable and non-nucleophilic carbon-centred base reagent for the efficient preparation of silyl enol ethers.

Bismesitylmagnesium has been established as an accessible, practical, convenient, and non-nucleophilic carbon-centred base reagent for efficient access to silyl enol ethers from a series of ketone substrates at readily utilisable temperatures.

متن کامل

In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers.

Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes(2)Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.

متن کامل

Towards energetically viable asymmetric deprotonations: selectivity at more elevated temperatures with C2-symmetric magnesium bisamides.

A novel chiral magnesium bisamide has enabled the development of effective asymmetric deprotonation protocols at substantially more elevated temperatures. This new, structurally simple, C(2)-symmetric magnesium complex displays excellent levels of asymmetric efficiency and energy reduction in the synthesis of enantioenriched enol silanes.

متن کامل

THE EFFECT OF TEMPERATURE AND MAGNESIUM SIZE ON LOW TEMPERATURE MAGNESIOTHERMIC SYNTHESIS OF NANO STRUCTURES BORON CARBIDE BY MESOPOROUS CARBON (CMK-1)

In this study, Boron carbide was synthesized using Mesoporous Carbon CMK-1, Boron oxide, and magnesiothermic reduction process. The Effects of temperature and magnesium grain size on the formation of boron carbide were studied using nano composite precurser containg mesoporous carbon. Samples were leached in 2M Hydrochloric acid to separate Mg, MgO and magnesium-borat phases. SEM, XRD and Xray ...

متن کامل

Supramolecular Influence on Keto-Enol Tautomerism and Thermochromic Properties of o-Hydroxy Schiff Bases

This work presents a study on thermo-optical properties of three Schiff bases (imines) in the solid state. The Schiff bases were obtained by means of mechanochemical synthesis using monosubstituted o-hydroxy aromatic aldehydes and monosubstituted aromatic amines. The keto-enol tautomerism and proton transfer via intramolecular O∙∙∙N hydrogen bond of the reported compounds was found to be influe...

متن کامل

ذخیره در منابع من

ذخیره در منابع من قبلا به منابع من ذحیره شده

{@ msg_add @}


  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:
  • Organic & biomolecular chemistry

دوره 13 40  شماره 

صفحات  -

تاریخ انتشار 2015