Photochemistry of organic iodides. III. Photolytic formation of isomeric vinyl radicals from cis- and trans-vinyl iodides

1968 ◽  
Vol 33 (12) ◽  
pp. 4317-4322 ◽  
Author(s):  
Robert C. Neuman ◽  
Gary D. Holmes
ARKIVOC ◽  
2002 ◽  
Vol 2002 (7) ◽  
pp. 197-211 ◽  
Author(s):  
Soumen Maiti ◽  
Kiyosei Takasu ◽  
Akira Katsumata ◽  
Jun-ichi Kuroyanagi ◽  
Masataka Ihara

1971 ◽  
Vol 93 (15) ◽  
pp. 3809-3810 ◽  
Author(s):  
J. A. Kampmeier ◽  
Maria S. Liu ◽  
Scott Soloway ◽  
D. K. Wedegaertner

Planta Medica ◽  
2008 ◽  
Vol 74 (03) ◽  
Author(s):  
R Silva ◽  
J Saraiva ◽  
S Albuquerque ◽  
C Curti ◽  
PM Donate ◽  
...  

2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho

<p>In this preprint, we present our initial results concerning a stereospecific Pd-catalyzed protocol for the C3 alkenylation and alkynylation of a proline derivative carrying the well utilized 8‑aminoquinoline directing group. Efficient C–H alkenylation was achieved with a wide range of vinyl iodides bearing different aliphatic, aromatic and heteroaromatic substituents, to furnish the corresponding C3 alkenylated products in good to high yields. In addition, we were able show that this protocol can also be used to install an alkynyl group into the pyrrolidine scaffold, when a TIPS-protected alkynyl bromide was used as the reaction partner. Furthermore, two different methods for the removal of the 8-aminoquinoline auxiliary are reported, which can enable access to both <i>cis</i>- and <i>trans</i>-configured carboxylic acid building blocks from the C–H alkenylation products.</p>


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