scholarly journals Enantiospecific Synthesis of ortho-Substituted Benzylic Boronic Esters by a 1,2-Metalate Rearrangement/1,3-Borotropic Shift Sequence

2017 ◽  
Vol 139 (28) ◽  
pp. 9519-9522 ◽  
Author(s):  
Stefan Aichhorn ◽  
Raphael Bigler ◽  
Eddie L. Myers ◽  
Varinder K. Aggarwal
2020 ◽  
Author(s):  
Chet Tyrol ◽  
Nang Yone ◽  
Connor Gallin ◽  
Jeffery Byers

By using an iron-based catalyst, access to enantioenriched 1,1-diarylakanes was enabled through an enantioselective Suzuki-Miyaura crosscoupling reaction. The combination of a chiral cyanobis(oxazoline) ligand framework and 1,3,5-trimethoxybenzene additive were essential to afford high yields and enantioselectivities in cross-coupling reactions between unactivated aryl boronic esters and a variety of benzylic chlorides, including challenging ortho-substituted benzylic chloride substrates. Mechanistic investigations implicate a stereoconvergent pathway involving carbon-centered radical intermediates.


2013 ◽  
Vol 20 (38) ◽  
pp. 4924-4934 ◽  
Author(s):  
M. García-Rubiño ◽  
A. Conejo-García ◽  
M. Núñez ◽  
E. Carrasco ◽  
M. García ◽  
...  

Author(s):  
James D. Grayson ◽  
Francesca M. Dennis ◽  
Craig C. Robertson ◽  
Benjamin M. Partridge
Keyword(s):  

2009 ◽  
pp. 436-438 ◽  
Author(s):  
Jianhui Huang ◽  
Simon J. F. Macdonald ◽  
Joseph P. A. Harrity
Keyword(s):  

Tetrahedron ◽  
1996 ◽  
Vol 52 (37) ◽  
pp. 12177-12184 ◽  
Author(s):  
Toshio Honda ◽  
Shin-ichi Yamane ◽  
Fumihiro Ishikawa ◽  
Miho Katoh

1992 ◽  
Vol 21 (12) ◽  
pp. 2265-2268 ◽  
Author(s):  
Katsuo Shinozaki ◽  
Kazuhiro Mizuno ◽  
Hirohisa Oda ◽  
Yukio Masaki

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