birch reduction
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Science ◽  
2021 ◽  
Vol 374 (6568) ◽  
pp. 741-746
Author(s):  
James Burrows ◽  
Shogo Kamo ◽  
Kazunori Koide
Keyword(s):  

Author(s):  
Tobias Krüger ◽  
Andrea Bramborg ◽  
Alexandra Kelling ◽  
Eric Sperlich ◽  
Torsten Linker
Keyword(s):  

2021 ◽  
Author(s):  
Sobi Asako ◽  
Ikko Takahashi ◽  
Takashi Kurogi ◽  
Yoshiaki Murakami ◽  
Laurean Ilies ◽  
...  

2021 ◽  
Author(s):  
Jonathan D. Bell ◽  
John A. Murphy

Visible light-activated reactions continue to expand and diversify. The example shown here is a Birch reduction achieved by organophotoredox reagents.


2021 ◽  
pp. 41-43
Author(s):  
Jie Jack Li
Keyword(s):  

Synthesis ◽  
2020 ◽  
Vol 53 (01) ◽  
pp. 182-192
Author(s):  
Costa Metallinos ◽  
Ngan Tran ◽  
Dusty Cadwallader

A pair of ortho-benzoate esters containing epimeric pyrroloimidazolones undergo sequential Birch reduction and diastereoselective alkylation to provide products ranging from 88:12 to >95:5 diastereomeric ratio (dr) for the syn-epimer, and 50:50 to 95:5 dr for the anti-epimer. The stereochemistry of the products is confirmed by a combination of X-ray crystallography on a key anti-epimer-derived product, in combination with specific rotation measurements of enantiomers that are prepared from the syn or anti starting materials. A diastereomerically pure allyl-substituted substrate is shown to undergo Cope rearrangement, which transposes the quaternary chiral center to a remote position without racemization. This work is complementary to asymmetric reductive alkylation reported previously by Schultz using anisole substrates with chiral benzamide auxiliaries in that the pyrroloimidazolones act as surrogates for the methoxy group.


2020 ◽  
Vol 142 (31) ◽  
pp. 13573-13581 ◽  
Author(s):  
Justin P. Cole ◽  
Dian-Feng Chen ◽  
Max Kudisch ◽  
Ryan M. Pearson ◽  
Chern-Hooi Lim ◽  
...  

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