Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes.
نویسندگان
چکیده
The regio- and diastereoselective zirconocene-catalyzed carbomagnesiation of cyclobutenes is herein reported to afford configurationally stable cyclobutylmagnesium species that could subsequently react with a large variety of electrophiles to give polysubstituted cyclobutane species as a single diastereoisomer.
منابع مشابه
Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes† †Electronic supplementary information (ESI) available: Experimental procedures, spectroscopic data and copies of 1H and 13C NMR spectra. See DOI: 10.1039/c6sc02617f Click here for additional data file.
General Considerations: 1 Optimization of Reaction Conditions: 2 Experimental Section: 3 Procedure for the synthesis of (3-hexylcyclobut-2-en-1-yl)methanol (1b): 3 Procedure for the synthesis of (3-phenethylcyclobut-2-en-1-yl)methanol (1d): 3 General procedure for the synthesis of cyclobutene methylethers (1a/1c): 3 Typical procedure for the synthesis of 1-(((3-hexylcyclobut-2-en-1-yl)methoxy)m...
متن کاملStereoselective macrocyclization through zirconocene-mediated coupling of achiral dialkynes.
1,4-Bis[trimethylsilyl(ethynyl)]naphthalene () and 1,4-bis[trimethylsilyl(ethynyl)]anthracene () undergo diastereoselective coupling with Cp2Zr(py)(Me3SiC[triple bond, length as m-dash]CSiMe3) to give trimeric macrocycles in good yield.
متن کاملZirconocene-catalyzed sequential ethylcarboxylation of alkenes using ethylmagnesium chloride and carbon dioxide.
The zirconocene-catalyzed sequential ethylcarboxylation of alkenes using ethylmagnesium chloride and carbon dioxide has been developed. A range of alkenes were transformed into the corresponding carboxylic acids in high yields.
متن کاملOxidative Arylation
The addition of aryl groups to unactivated olefins represents a direct approach to C!C bond construction. Pd-catalyzed coupling of aryl halides with alkenes, the Heck reaction, offers a viable approach to arylation. However, terminal unactivated olefins often display low reactivity in Heck reactions and can yield mixtures of styrenes and allyl arenes owing to poor regiocontrol in the b-hydride ...
متن کاملZirconium-allyl complexes as resting states in zirconocene-catalyzed α-olefin polymerization.
UV-vis spectroscopic data indicate that zirconocene cations with Zr-bound allylic chain ends are generally formed during olefin polymerization with zirconocene catalysts. The rates and extent of their formation and of their re-conversion to the initial pre-catalyst cations depend on the types of zirconocene complexes and activators used.
متن کاملذخیره 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 ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical science
دوره 8 1 شماره
صفحات -
تاریخ انتشار 2017