A strategic approach to [6,6]-bicyclic lactones: application towards the CD fragment of DHβE

نویسندگان

  • Tue Heesgaard Jepsen
  • Emil Glibstrup
  • François Crestey
  • Anders A Jensen
  • Jesper Langgaard Kristensen
چکیده

We report an effective synthetic protocol to access [6,6]-bicyclic lactone moieties through a regio- and stereoselective intramolecular Mizoroki-Heck cross-coupling reaction followed by a 6π-electrocyclization. This method enabled the first synthesis of the elusive CD fragment of the Erythrina alkaloid DHβE. Preliminary pharmacological evaluations support the notion that the key pharmacophores of DHβE are located in the A and B rings.

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

The Claisen rearrangement approach to fused bicyclic medium-ring oxacycles.

The synthesis of five fused-bicyclic medium-ring lactones carrying identical ring-fusion to that in the polyether toxins is described using an enolate hydroxylation, intramolecular hydrosilation, Claisen rearrangement sequence.

متن کامل

A Survey on Study Habits of Medical Students in Shiraz Medical School

Background: Study habits and skills are very important particularly in medical school which is characterized by heavy workload, heavy time commitments, and high stakes assessments. Students’ approach to learning, which includes study habits, has an important impact on both the excellence of the learning and their academic success. The aim of this study was to evaluate the study habits of Shiraz...

متن کامل

Synthesis of oxygen heterocycles via alkynyltungsten compounds*

This short review article covers some useful applications of alkynyltungsten compounds to the syntheses of complex lactones. Two types of cyclizations will be emphasized: (1) cycloalkenylation of tungsten-alkynol compounds with aldehydes to give α-alkylidene oxacarbeniums, further leading to α-alkylidene lactones and (2) intramolecular [3+2]-cycloaddition of epoxides to give bicyclic lactones. ...

متن کامل

An application of logarithmic fuzzy preference programming-based AHP and FRS techniques to develop and prioritize strategic objectives

Vital decisions made at the strategic level in an organization are not only intricate but also costly to alter. It is therefore important to find a comprehensive approach to deal with such a possibility. One of the major problems of a common balanced scorecard (BSC)-based model in strategic management is lack of a ranking system for strategic objectives in order to enable prioritization of the ...

متن کامل

Synthesis and Polymerizability of Atom-Bridged Bicyclic Monomers

The synthesis and polymerizability of atom-bridged bicyclic monomers was surveyed. The monomers included lactams, ureas, urethanes, lactones, carbonates, ethers, acetals, orthoesters, and amines. Despite widely-varying structures, they almost all polymerized to give polymers with monocyclic rings in the chain. The polymerizations are grouped by mechanism: uncoordinated anionic, coordinated anio...

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:

دوره 13  شماره 

صفحات  -

تاریخ انتشار 2017