Synthesis of (-)-berkelic acid.

نویسندگان

  • Xiaoxing Wu
  • Jingye Zhou
  • Barry B Snider
چکیده

An extremophilic challenge: Stereospecific condensation of a fully functionalized ketal aldehyde and a 2,6-dihydroxybenzoic acid is the key step in the synthesis of (-)-berkelic acid confirming Fürstner's reassignment of the stereochemistry at C18 and C19, establishing the absolute stereochemistry, and tentatively assigning the stereochemistry at C22.

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

New strategies for natural products containing chroman spiroketals.

Two cycloaddition strategies are described that lead to various chroman spiroketals from assorted exocyclic enol ethers. Unlike conventional thermodynamic ketalization strategies, the stereochemical outcome for this approach is determined by a kinetic cycloaddition reaction. Thus, the stereochemical outcome reflects the olefin geometry of the starting materials along with the orientation of the...

متن کامل

Recent Applications of Meldrum's Acid in Organic Synthesis

Reactions of Meldrum's acid and its derivatives in view of their application in synthesis of diaminofurans,ketenimines, amidoesters, triamides, and diionic compounds, observed during the last decade in our laboratory,are reviewed.

متن کامل

Sulfuric acid {[3-(3-silicapropyl)sulfanyl]propyl}ester as a recyclable solid acid catalyst for the synthesis of α-amino nitriles

Sulfuric acid {[3-(3-silicapropyl)sulfanyl]propyl}ester (SASPSPE) is employed as a recyclable catalyst for the synthesis of α-amino nitriles. These syntheses were performed via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide under mild reaction conditions at room temperature. The catalyst could be recycled and reused several times without any loss of effi...

متن کامل

Sulfuric acid {[3-(3-silicapropyl)sulfanyl]propyl}ester as a recyclable solid acid catalyst for the synthesis of α-amino nitriles

Sulfuric acid {[3-(3-silicapropyl)sulfanyl]propyl}ester (SASPSPE) is employed as a recyclable catalyst for the synthesis of α-amino nitriles. These syntheses were performed via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide under mild reaction conditions at room temperature. The catalyst could be recycled and reused several times without any loss of effi...

متن کامل

Graphene–ZnO@SiO2 hybrid: An efficient and solid acid catalyst for synthesis of azlactones under ultrasound irradiation

The central theme of this article is how to explore a novel route to fabricate graphene– ZnO@SiO2 hybrid by a covalent process. The synthesis procedure consists of three-steps: (1) synthesis of ZnO nanoparticles, (2) ZnO nanoparticles modification by tetraethyl orthosilicate and (3-aminopropyl) triethoxysilane after introduction of amino groups on its surface, (3) the covalent attach...

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:
  • Angewandte Chemie

دوره 48 7  شماره 

صفحات  -

تاریخ انتشار 2009