A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine

نویسندگان

  • Seo-Jung Han
  • Florian Vogt
  • Shyam Krishnan
  • Jeremy A. May
  • Michele Gatti
  • Scott C. Virgil
  • Brian M. Stoltz
چکیده

An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistry of the crucial vicinal quaternary centers found in communesin F and perophoramidine was selectively installed by substrate-controlled decarboxylative allylic alkylations.

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

Evolution of a Unified, Stereodivergent Approach to the Synthesis of Communesin F and Perophoramidine

Expedient synthetic approaches to the highly functionalized polycyclic alkaloids communesin F and perophoramidine are described using a unified approach featuring a key decarboxylative allylic alkylation to access a crucial and highly congested 3,3-disubstituted oxindole. Described are two distinct, stereoselective alkylations that produce structures in divergent diastereomeric series possessin...

متن کامل

Enantio- and Diastereodivergent Synthetic Route to Multifarious Cyclitols from D-Xylose via Ring-Closing Metathesis.

Short stereoselective syntheses of various cyclitols, including the derivatives of conduritol B, conduritol F, myo-inositol and chiro-inositol, have been accomplished. The key steps in the syntheses are a ring-closing metathesis process and a diastereodivergent organometallic addition to a D-xylose-derived alde-hyde.

متن کامل

MgO Nanoparticles: an Efficient, Green and Reusable Catalyst for the One- pot Syntheses of 2,6-Dicyanoanilines and 1,3-Diarylpropyl Malononitriles under Different Conditions

This work described one pot syntheses of polysubstituted 2,6- dicyanoaniline and 2-(3-Oxo-1,3-diarylpropyl) malononitrile derivatives in the presence of MgO nanoparticles (NPs) under grinding conditions and microwave irradiation, respectively. The simple experimental procedure includes shorter reaction times, higher yields, lower cost and environmental friendliness. Other remarkable features ar...

متن کامل

Comparison of Introgression and Synthetic Breed Strategies for Litter Size Trait in Sheep using Computer Simulation

The objective of this study was to compare introgression and synthetic breed strategies for litter size trait improvement in sheep using computer simulation. For this purpose, a trait with heritability of 0.1, consisting of two chromosomes was simulated. On chromosome 1, a single QTL as the major gene was created that accounted for 40% of the total genetic variance. The effect of favorable and ...

متن کامل

Three Component Syntheses of Pyrrolo Imidazole Derivatives in the Presence of N-methyl imidazole, Activated Acetylenes and Phenylsulfonylacetophenone

Because of the significant role in biological processes in living cells and the diverse types of physiological activities, heterocyclic compounds are in focus of intense investigations by academic, industry and applied-oriented chemists. Considerably, ascientific renaissance of heterocycles during the last decades is closely related to the development of multicomponent approaches to their s...

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 16  شماره 

صفحات  -

تاریخ انتشار 2014