124300-58-9Relevant academic research and scientific papers
Highly regioselective and diastereodivergent aminomethylative annulation of dienyl alcohols enabled by a hydrogen-bonding assisting effect
Huang, Hanmin,Huang, Yao,Liu, Song,Yan, Xuyang,Yu, Bangkui,Zou, Suchen
, p. 2317 - 2323 (2022/03/14)
A ligand-controlled palladium-catalyzed highly regioselective and diastereodivergent aminomethylative annulation of dienyl alcohols with aminals has been established, which allows for producing either cis- or trans-disubstituted isochromans in good yields with complete regioselectivity and good to excellent diastereoselectivity. Moreover, the chiral cis-products were also obtained in good yields with up to 94% ee by using a chiral phosphinamide as the ligand. Mechanistic studies revealed that the hydroxyl group plays a key role in facilitating the Pd-catalyzed Heck insertion regioselectively taking place across the internal CC bond of conjugated dienes. This journal is
Palladium-catalyzed ring-closing reaction via C-N bond metathesis for rapid construction of saturated N-heterocycles
Yu, Bangkui,Zou, Suchen,Liu, Hongchi,Huang, Hanmin
supporting information, p. 18341 - 18345 (2020/11/17)
The ring-closing reactions based on chemical bond metathesis enable the efficient construction of a wide variety of cyclic systems which receive broad interest from medicinal and organic communities. However, the analogous reaction with C-N bond metathesis as a strategic fundamental step remains an unanswered challenge. Herein, we report the design of a new fundamental metallic C-N bond metathesis reaction that enables the palladium-catalyzed ring-closing reaction of aminodienes with aminals. The reactions proceed efficiently under mild conditions and exhibit broad substrate generality and functional group compatibility, leading to a wide variety of 5- to 16-membered N-heterocycles bearing diverse frameworks and functional groups.
Ruthenium-catalyzed transformation of 3-benzyl but-1-ynyl ethers into 1,3-dienes and benzaldehyde via transfer hydrogen
Yeh, Kuo-Liang,Liu, Bo,Lai, Yen-Ting,Li, Chia-Wen,Liu, Rai-Shung
, p. 4692 - 4694 (2007/10/03)
TpRuPPh3(CH3CN)2PF6 catalyzed the transformation of various 3-benzyl but-1-ynyl ethers into dienes and benzaldehyde at a catalyst loading of 5 mol %. This process represents an atypical pattern of transfer hydrogenation. This catalytic reaction can be applied to various derivatives of 2-ethynyl tetrahydrofurans and pyrans to cleave their ether rings and gives diene and tethered aldehyde functionalities, respectively.
A new ruthenium-catalyzed hydrogen-transfer reaction: Transformation of 3-benzyl but-1-ynyl ethers into 1,3-dienes and benzaldehyde
Yeh, Kuo-Liang,Liu, Bo,Lo, Ching-Yu,Huang, Heh-Lung,Liu, Rai-Shung
, p. 6510 - 6511 (2007/10/03)
(Chemical Equqtion Presentation) We report a ruthenium-catalyzed reaction for various 3-benzyl but-1-ynyl ethers with suitable functionalities. Treatment of these substrates with TpRu(PPh3)(CH3CN)2PF6 (8.0 mol %
Intramolecular reactions of α-azidocinnamates with 4-substituted 1,3-dienes
Vogel,Delavier,Jones,Doring
, p. 1409 - 1412 (2007/10/02)
The synthesis of new 8,9-benzo-6-aza-bicyclo[3.2.2]nona-3.6.8-trienes 14 by intramolecular reaction of α-azidocinnamates 9 with alkyl- and phenylsubstituted ortho-butadienyl side chains is reported, as is the formation of the new 1-aza-2-carbomethoxy-7,8-benzo-tricyclo[4.30.02,9]nona-4,7-diene 15.
A SYNTHESIS OF THE 6-AZA-BICYCLO(3,2,2)NONANE SKELETON
Vogel, Claus,Delavier, Paul
, p. 1789 - 1792 (2007/10/02)
The construction of the 6-aza-bicyclo(3,2,2)nonane skeleton by a new tandem aziridination/3-aza-Cope rearrangement sequence employing the intramolecular reaction of vinylazides with 1,3-dienes is reported.
