Light-driven nitrile imine-mediated tetrazole–ene cycloaddition as a versatile platform for fullerene conjugation

2015 ◽  
Vol 51 (65) ◽  
pp. 13000-13003 ◽  
Author(s):  
Yuuki Sugawara ◽  
Nils Jasinski ◽  
Michael Kaupp ◽  
Alexander Welle ◽  
Nicolas Zydziak ◽  
...  
Keyword(s):  
Nitrile Imine ◽  
Fullerene Functionalization

An efficient methodology for modular fullerene functionalization via the photo induced nitrile imine-mediated tetrazole–ene cycloaddition (NITEC) is introduced.

π-Facial Selectivity in 1,3-Dipolar Cycloaddition Reactions of α-Methylidene-γ-lactone Substituted by 4-Methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl Group in γ-Position

2002 ◽  
Vol 67 (3) ◽  
pp. 353-364 ◽  
Author(s):  
Petr Melša ◽  
Ctibor Mazal
Keyword(s):  
Double Bond ◽  
Carboxylic Acid ◽  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Enantiomerically Pure ◽  
Nitrile Imine ◽  
Facial Selectivity ◽  
Excellent Selectivity

Diastereoselectivity of 1,3-dipolar cycloaddition reactions of benzyl azide, diazomethane, a nitrile oxide and a nitrile imine to α-methylidene-γ-lactone dipolarophile was effectively controlled by a bulky γ-substituent, 4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl in γ-position of the dipolarophile. The dipoles added from the less hindered face of the double bond with an excellent selectivity. Enantiomerically pure dipolarophile was prepared from the easily available (S)-5-oxotetrahydrohydrofuran-2-carboxylic acid.

Back Cover: Understanding Reactivity Patterns in Light-Induced Nitrile Imine Mediated Tetrazole-Ene Cycloadditions (ChemPhotoChem 5/2017)

ChemPhotoChem ◽  
2017 ◽  
Vol 1 (5) ◽  
pp. 253-253
Author(s):  
Eva Blasco ◽  
Yuuki Sugawara ◽  
Paul Lederhose ◽  
James P. Blinco ◽  
Anne-Marie Kelterer ◽  
...  
Keyword(s):  
Back Cover ◽  
Nitrile Imine

scholarly journals Fast Alkene Functionalization In Vivo by Photoclick Chemistry: HOMO Lifting of Nitrile Imine Dipoles

2009 ◽  
Vol 48 (29) ◽  
pp. 5330-5333 ◽  
Author(s):  
Yizhong Wang ◽  
Wenjiao Song ◽  
Wen J. Hu ◽  
Qing Lin
Keyword(s):  
Nitrile Imine ◽  
Alkene Functionalization

The Quest for Carbenic Nitrile Imines: Experimental and Computational Characterization ofC-Amino Nitrile Imine

2015 ◽  
Vol 2015 (34) ◽  
pp. 7484-7493 ◽  
Author(s):  
Cláudio M. Nunes ◽  
Igor Reva ◽  
Mário T. S. Rosado ◽  
Rui Fausto
Keyword(s):  
Nitrile Imine ◽  
Nitrile Imines ◽  
Amino Nitrile

First observation of metal-mediated nitrile–imine coupling giving ligated 1,3-diaza-1,3-dienes

2001 ◽  
pp. 560-566 ◽  
Author(s):  
Dmitrii A. Garnovskii ◽  
Vadim Yu. Kukushkin ◽  
Matti Haukka ◽  
Gabriele Wagner ◽  
Armando J. L. Pombeiro
Keyword(s):  
Nitrile Imine

3-Mercaptopropionic acid–nitrile imine adducts. An unprecedented cyclization into 1,3,4-thiadiazol-2(3H)-ones and -2(3H)-thiones

2005 ◽  
Vol 3 (14) ◽  
pp. 2599 ◽  
Author(s):  
Jalal A. Zahra ◽  
Bassam A. Abu Thaher ◽  
Mustafa M. El-Abadelah ◽  
Roland Boese
Keyword(s):  
Mercaptopropionic Acid ◽  
Nitrile Imine ◽  
Acid Nitrile
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