Rhodium-catalysed cyclisation reaction of allenynes with arylboronic acids.

نویسندگان

  • Tomoya Miura
  • Keita Ueda
  • Yusuke Takahashi
  • Masahiro Murakami
چکیده

Allenynes having malonate-based tethers reacted with arylboronic acids in the presence of a rhodium(I) catalyst to sequentially form three carbon-carbon bonds, and arylated bicyclic skeletons were constructed in a stereoselective manner.

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

Rhodium-catalysed arylative annulation of 1,4-enynes with arylboronic acids.

The rhodium(I)-catalysed arylative annulation of 1,4-enynes with arylboronic acids was investigated. The reaction was found to proceed via an addition-1,4-rhodium migration-addition sequence, affording the corresponding 1,1-disubstituted 3-(arylmethylene)indanes.

متن کامل

Stereoselective synthesis of vinyl-substituted (Z)-stilbenes by rhodium-catalysed addition of arylboronic acids to allenic alcohols.

Vinyl-substituted (Z)-stilbenes are stereoselectively synthesised on treatment of 4-arylbuta-2,3-dien-1-ols with arylboronic acids in the presence of a rhodium(i) catalyst. The reaction proceeds through the regioselective addition of organorhodium(i) species across the aryl-substituted carbon-carbon double bond of the allene moiety and subsequent delta-elimination of Rh(i)-OH.

متن کامل

Synthesis of alpha-keto esters by the rhodium-catalysed reaction of cyanoformate with arylboronic acids.

An arylrhodium(I) species selectively reacts with the cyano group of ethyl cyanoformate to afford the corresponding alpha-keto ester in good yield.

متن کامل

Trans-selective rhodium catalysed conjugate addition of organoboron reagents to dihydropyranones.

The selective synthesis of 2,6-trans-tetrahydropyran derivatives employing the rhodium catalysed addition of organoboron reagents to dihydropyranone templates, derived from a zinc-catalysed hetero-Diels-Alder reaction, is reported. The addition of both arylboronic acids and potassium alkenyltrifluoroborates have been accomplished in high yields using commercially-available [Rh(cod)(OH)]2 cataly...

متن کامل

Chemoenzymatic methods in the asymmetric synthesis of α-diazosulfoxides

Asymmetric synthesis of the sulfide lactones 12 and 13 in excellent enantiopurity is achieved by reduction of cyclohexanone derivative 10 using baker’s yeast, followed by acid catalysed cyclisation. The outcome of the yeast reduction is very sensitive to the reaction conditions employed. Transformation of 12 to the α-diazosulfoxide 4 (≥98%ee) and rhodium acetate catalysed decomposition of this ...

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:
  • Chemical communications

دوره 42  شماره 

صفحات  -

تاریخ انتشار 2008