26131-82-8Relevant academic research and scientific papers
Gold-Catalyzed Cycloisomerization–Halogenation Sequence of 1,3-Enyne Esters with NXS: Efficient Synthesis of 5-Bromo/Iodo Cyclopentenones
Zhou, Yuanyuan,Chen, Xianxiao,Yin, Dongliang,Ling, Yuan,Wang, Shifa,Zhang, Xiaoxiang,Rao, Weidong
supporting information, p. 999 - 1007 (2019/01/08)
An efficient synthetic approach for the synthesis of 5-bromo/iodo-cyclopentenones containing a C–X (Br, I) stereocenter that relies on gold(I)-catalyzed cycloisomerization–electrophilic halogenation sequence of 1,3-enyne esters with N-bromosuccinimide (NB
Catalyst- And additive-free Baeyer-Villiger-type oxidation of α-iodocyclopentenones to α-pyrones: Using air as the oxidant
Zhou, Yuanyuan,Chen, Xianxiao,Ling, Xiangxiang,Rao, Weidong
supporting information, p. 5611 - 5615 (2019/10/22)
An efficient synthetic approach for the synthesis of α-pyrones via Baeyer-Villiger-type oxidation of α-iodocyclopentenones through a catalyst- and additive-free system using air as an environmentally benign oxidant is described. The reaction exhibits excellent functional group compatibility and provides a simple and efficient protocol for the construction of highly functionalized α-pyrones under mild reaction conditions.
Gold(I)-Catalyzed Tandem Cycloisomerization and Fluorination of 1,3(4)-Enyne Esters with NFSI: One-Pot Assembly of 5-Fluoro- Cyclopentenones
Chen, Xianxiao,Zhou, Yuanyuan,Hong, Mei,Ling, Yuan,Yin, Dongliang,Wang, Shifa,Zhang, Xiaoxiang,Rao, Weidong
, p. 3700 - 3708 (2018/09/12)
An efficient synthetic approach for the synthesis of 5-fluoro-cyclopentenones containing a fluorine-substituted carbon stereocenter that relies on gold(I)-catalyzed cycloisomerization and fluorination sequence of 1,3(4)-enyne esters with N-fluorbenzensulfonimide (NFSI) is described. This tandem transformation exhibited a broad substrate scope and excellent functional group compatibility, providing a novel protocol for rapid assembly 5-fluoro-cyclopentenones in good to excellent yields under mild reaction conditions. The mechanistic studies revealed that the transformation involves a gold-catalyzed cycloisomerization and electrophilic fluorination cascade to give the 5-fluoro-cyclopentenones. (Figure presented.).
Efficient synthesis of cyclopentenones from enynyl acetates via tandem Au(I)-catalyzed 3,3-rearrangement and the Nazarov reaction
Zhang, Liming,Wang, Shaozhong
, p. 1442 - 1443 (2007/10/03)
A highly efficient method for the synthesis of versatile cyclopentenones from readily available enynyl acetates via tandem Au(I)-catalyzed 3,3-rearrangement and the Nazarov reaction is developed. Significant substrate flexibility and excellent control of the double bond position in the cyclopentenone ring render this an attractive method for cyclopentenone synthesis. Copyright
Dynamic kinetic resolution via asymmetric conjugate reduction: Enantio- and diastereoselective synthesis of 2,4-dialkyl cyclopentanones
Jurkauskas, Valdas,Buchwald, Stephen L.
, p. 2892 - 2893 (2007/10/03)
Herein, we report the kinetic and the dynamic kinetic resolutions of racemic 3,5-dialkyl-2-cyclopenten-1-ones. Kinetic resolution, with good selectivity factors (25-52), was achieved by conjugate reduction with catalytic CuCl/NaOt-Bu/(S)-p-tol-BINAP and s
Rearrangement of 1-(1-alkynyl)cyclopropanols to 2-cyclopentenones via their hexacarbonyldicobalt complexes. A new use of alkyne-CO2(CO)6 complexes in organic synthesis
Iwasawa, Nobuharu,Matsuo, Takeshi,Iwamoto, Mari,Ikeno, Taketo
, p. 3903 - 3914 (2007/10/03)
A novel rearrangement of 1-(1-alkynyl)cyclopropanols to 2-cyclopenten- 1-ones proceeded on complexation of their alkynyl part with octacarbonyldicobalt (Co2(CO8)). 1-(1-Alkynyl)cyclopropanols with a wide range of substituents on thei
A Conformationally Controlled Regioselective of 2-Substituted 1-Alkynylcyclopropanols to 2-Cyclopenten-1-ones via Hexacarbonyldicobalt Complex
Iwasawa, Nobuharu,Iwamoto, Mari
, p. 1257 - 1260 (2007/10/02)
The rearrangement of hexacarbonyldicobalt-complexed 2-substituted 1-alkynylcyclopropanol derivatives is conformationally controlled to give 3- or 5-substituted 2-cyclopentanones regioselectively.In the cases of the reactions of 2-monosubstituted 1-alkynyl
