Copper(i)/TF-BiphamPhos catalyzed asymmetric nitroso Diels–Alder reaction

2017 ◽  
Vol 53 (10) ◽  
pp. 1657-1659 ◽  
Author(s):  
Jun Li ◽  
Hai-Yan Tao ◽  
Chun-Jiang Wang
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
Cyclic Dienes ◽  
High Yields

A highly efficient enantioselective nitroso Diels–Alder reaction of 6-methyl-2-nitroso pyridine with various 1,3-dienes was successfully developed using a copper(i)/(S)–TF-BiphamPhos complex as the catalyst. For most of the cyclic dienes, the cycloadducts were obtained in high yields with excellent regio-, and stereoselectivities. Acyclic 2-silyloxy-1,3-diene also worked well in the reaction.

A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes

2018 ◽  
Vol 54 (1) ◽  
pp. 74-77 ◽  
Author(s):  
Jianlin Zhang ◽  
Lili Lin ◽  
Changqiang He ◽  
Qian Xiong ◽  
Xiaohua Liu ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Quinone Methides ◽  
Inverse Electron Demand ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
High Yields ◽  
Electron Demand

A highly efficient asymmetric [4+2] cycloaddition of o-quinone methides with fulvenes has been realized using a chiral N,N′-dioxide/Sc(iii) complex as the catalyst. The corresponding optically active chromane derivatives were obtained in high yields with excellent dr and ee values.

ChemInform Abstract: SOME NEW DIENOPHILES IN THE DIELS-ALDER REACTION WITH ACTIVE CYCLIC DIENES

1985 ◽  
Vol 16 (28) ◽  
Author(s):  
M. G. VELIEV ◽  
M. M. GUSEINOV ◽  
L. A. YANOVSKAYA ◽  
K. YA. BURSTEIN
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Cyclic Dienes

Synthesis and Application of Tetrafluoroethylene (CF2CF2)-Containing Acetylene Derivatives

Synthesis ◽  
2020 ◽  
Vol 52 (13) ◽  
pp. 1947-1958
Author(s):  
Tsutomu Konno ◽  
Gen Egashira ◽  
Chihiro Kajimoto ◽  
Takuto Kataoka ◽  
Shigeyuki Yamada
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alder Reaction ◽  
Diels Alder ◽  
Benzene Derivatives ◽  
Diels Alder Reaction ◽  
Cross Coupling Reaction ◽  
Oxidative Aromatization ◽  
High Yields ◽  
Acetylene Derivatives

On treating 1,3,4-tribromo-1,1,2,2-tetrafluorobutane, readily prepared from commercially available 4-bromo-3,3,4,4-tetrafluorobut-1-ene, with 3.3 equivalents of LHMDS at 0 °C in THF, the corresponding lithium acetylide could be prepared quantitatively. The acetylide reacted well with various aldehydes, ketones, or chlorosilanes to give the corresponding acetylene derivatives in high yields. It was also found that various iodoarenes could participate in the cross-coupling reaction with the zinc acetylide, readily prepared from the lithium acetylide and ZnCl2·TMEDA complex, in the presence of Pd(PPh3)4 to bring about the adducts in high yields. Thus-obtained acetylene derivatives underwent smooth Diels–Alder reaction with various 1,3-dienes to afford the corresponding 1,4- or 1,3-cyclohexadiene derivatives. In addition, it was revealed that the oxidative aromatization of the resulting cyclohexadiene derivatives with DDQ took place very smoothly, providing the multi-substituted benzene derivatives having a tetrafluoro­ethylene group.

Chiral Cationic Pd-Phosphinooxazolidine Catalysts for a Highly Efficient Asymmetric Diels-Alder Reaction in Ionic Liquids

Heterocycles ◽  
2008 ◽  
Vol 76 (1) ◽  
pp. 381 ◽  
Author(s):  
Hiroto Nakano ◽  
Mitsuhiro Takeshita ◽  
Yasuhiro Nishiuchi ◽  
Kouichi Takahashi ◽  
Reiko Fujita ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Alder Reaction ◽  
Diels Alder ◽  
Highly Efficient ◽  
Diels Alder Reaction

scholarly journals 3,3′-Br2-BINOL-Zn Complex: A Highly Efficient Catalyst for the Enantioselective Hetero-Diels—Alder Reaction.

ChemInform ◽  
2003 ◽  
Vol 34 (16) ◽  
Author(s):  
Haifeng Du ◽  
Jiang Long ◽  
Jieyu Hu ◽  
Xin Li ◽  
Kuiling Ding
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Efficient Catalyst ◽  
Highly Efficient ◽  
Diels Alder Reaction

scholarly journals Combination of inverse electron-demand Diels–Alder reaction with highly efficient oxime ligation expands the toolbox of site-selective peptide conjugations

2015 ◽  
Vol 51 (55) ◽  
pp. 11130-11133 ◽  
Author(s):  
S. Hörner ◽  
C. Uth ◽  
O. Avrutina ◽  
H. Frauendorf ◽  
M. Wiessler ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
Site Selective ◽  
Electron Demand

A modular bioconjugation strategy based on stepwise oxime ligation and inverse electron-demand Diels–Alder reaction.

A Flow Microreactor Approach to a Highly Efficient Diels–Alder Reaction with an Electrogenerated o-Quinone

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1194-1198 ◽  
Author(s):  
Kenta Tanaka ◽  
Hirona Yoshizawa ◽  
Mahito Atobe
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Tert Butyl ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
Flow Microreactor ◽  
Chemical Oxidants

We have demonstrated a Diels–Alder reaction of an o-quinone generated in an electrochemical flow microreactor. In the flow microreactor system, 4-tert-butyl-o-benzoquinone was easily electrogenerated from 4-tert-butylpyrocatechol in the absence of chemical oxidants and then rapidly used, without decomposing, in a subsequent Diels–Adler reaction with various fulvenes to give the desired products efficiently.

Some new dienophiles in the diels-alder reaction with active cyclic dienes

Tetrahedron ◽  
1985 ◽  
Vol 41 (4) ◽  
pp. 749-761 ◽  
Author(s):  
M.G. Veliev ◽  
M.M. Guseinov ◽  
L.A. Yanovskaya ◽  
K.Ya. Burstein
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Cyclic Dienes
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