Copper(ii)-catalyzed stereoselective 1,2-addition vs. Ferrier glycosylation of “armed” and “disarmed” glycal donors

2020 ◽  
Vol 18 (25) ◽  
pp. 4848-4862
Author(s):  
Manoj Kumar ◽  
Thurpu Raghavender Reddy ◽  
Aakanksha Gurawa ◽  
Sudhir Kashyap
Keyword(s):  
Allylic Rearrangement ◽  
Enol Ether ◽  
Selective Activation ◽  
Direct Addition

The thermodynamic–kinetic switch model enables the selective activation of the enol–ether moiety in “armed” and “disarmed” glycal donors leading to syn-diastereoselective direct addition or an allylic rearrangement.

Ubiquinone-BODIPY nanoparticles for tumor redox-responsive fluorescence imaging and photodynamic activity

2021 ◽  
Author(s):  
Byunghee Hwang ◽  
Tae-Il Kim ◽  
Hyunjin Kim ◽  
Sungjin Jeon ◽  
Yongdoo Choi ◽  
...  
Keyword(s):  
Fluorescence Imaging ◽  
Selective Activation ◽  
Turn On ◽  
Intracellular Environment ◽  
Redox Responsive ◽  
Photodynamic Activity

A ubiquinone-BODIPY photosensitizer self-assembles into nanoparticles (PS-Q-NPs) and undergoes selective activation within the highly reductive intracellular environment of tumors, resulting in “turn-on” fluorescence and photosensitizing activities.

Selective Activation of Nuclear PI-PLCbeta1 During Normal and Therapy-Related Differentiation

2016 ◽  
Vol 22 (16) ◽  
pp. 2345-2348 ◽  
Author(s):  
Sara Mongiorgi ◽  
Matilde Y. Follo ◽  
Yong Ryoul Yang ◽  
Stefano Ratti ◽  
Lucia Manzoli ◽  
...  
Keyword(s):  
Selective Activation

Reaction of 1,4-dibromohexafluoro-2-butene with O- and N-nucleophiles

1988 ◽  
Vol 53 (3) ◽  
pp. 619-625 ◽  
Author(s):  
Ivan Hemer ◽  
Věra Moravcová ◽  
Václav Dědek
Keyword(s):  
Kinetic Study ◽  
Sodium Methoxide ◽  
Allylic Rearrangement ◽  
Rearrangement Product

Reaction of 1,4-dibromohexafluoro-2-butene (I) with sodium methoxide, ethoxide or isopropoxide in the corresponding alcohols proceeds with allylic rearrangement under formation of 3-alkoxy-4-bromohexafluoro-1-butenes II-IV. A kinetic study has proven the SN2’ mechanism for reaction of I with potassium phenoxide leading to 4-bromo-3-phenoxyhexafluoro-1-butene (V). Also the reaction of I with ammonia, affording 3-amino-4-bromo-2,4,4-trifluoro-2-butenenitrile (IX), is compatible with the allylic rearrangement by SN2’ mechanism. On the contrary, reaction of I with diethylamine gave no rearrangement product and, after hydrolysis, afforded N,N-diethyl-4-bromo-2,3,3,4,4-pentafluorobutanamide (XVI) and N,N-diethyl-4-bromo-2,3,4,4-tetrafluoro-2-butenamide (XVII) in the ratio 85:15.

Sign in / Sign up

Export Citation Format

Share Document