Regioselective ring-opening/cross-metathesis reactions of norbornene derivatives with electron-rich olefins.

نویسندگان

  • Zhuqing Liu
  • Jon D Rainier
چکیده

This manuscript describes facile ring-opening/cross-metathesis (ROCM) reactions between unsymmetrical norbornene derivatives and electron-rich olefins in the presence of the second-generation Grubbs' catalyst to generate highly substituted furans and pyrroles.

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

Highly regioselective ring-opening/cross-metathesis reactions of 2-sulfonylnorbornene derivatives.

Tandem ring-opening/cross-metathesis (ROM/CM) reactions of norbornenes can be a powerful entry into highly substituted organic molecules. However, their utility has been limited largely to symmetrical norbornenes because of the general lack of regioselective variants of these reactions. This manuscript describes our successful attempts to address this issue through the use of a sulfone to direc...

متن کامل

The joy and challenge of small rings metathesis.

Recent decades have seen a burgeoning of interest in olefin metathesis, as witnessed by a rapidly growing number of elegant applications. Using this tool, chemists can now efficiently synthesize an impressive range of molecules that only a decade ago required significantly longer and tedious routes.[1] Several types of olefin metathesis have been identified so far, among them ring-closing metat...

متن کامل

Synthesis of spirocyclic thiazolidinediones using ring-closing metathesis and one-pot sequential ring-closing/cross metathesis.

A novel synthetic route to spirocyclic thiazolidinediones is reported by utilizing ring-closing metathesis (RCM). A selective cross metathesis (CM) of N-allyl azaspiro derivatives with different olefins has been demonstrated to prepare substituted azaspiro-[4.4]nonenediones. The X-ray crystal structure of a spirocyclic thiazolidinedione dimer is described, which has been prepared in two steps f...

متن کامل

Halogenated Olefins as Chain Transfer Agents in the Synthesis of Telech- elic Polynorbornenes U sing R uthenium Alkylidene C atalysts. C omputa- tional and Experimental Studies

Ring-opening metathesis polymerization (ROMP) of norbornene (NB) and its derivatives N-adamantyl-exoendo-norbornene-5,6-dicarboximide (AdNDI) and N-cyclohexyl-exo-endo-norbornene-5,6-dicarboximide (CyNDI) in the presence of cis-1,4-dichloro-2-butene (2a) and cis-1,2-dichloro-ethylene (2b) as chain transfer agents (CTAs) using a [1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolilydene] (PCy3)C...

متن کامل

A general model for selectivity in olefin cross metathesis.

In recent years, olefin cross metathesis (CM) has emerged as a powerful and convenient synthetic technique in organic chemistry; however, as a general synthetic method, CM has been limited by the lack of predictability in product selectivity and stereoselectivity. Investigations into olefin cross metathesis with several classes of olefins, including substituted and functionalized styrenes, seco...

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:
  • Organic letters

دوره 7 1  شماره 

صفحات  -

تاریخ انتشار 2005