scholarly journals Cascade radical reaction of substrates with a carbon–carbon triple bond as a radical acceptor

2013 ◽  
Vol 9 ◽  
pp. 1148-1155 ◽  
Author(s):  
Hideto Miyabe ◽  
Ryuta Asada ◽  
Yoshiji Takemoto

The limitation of hydroxamate ester as a chiral Lewis acid coordination moiety was first shown in an intermolecular reaction involving a radical addition and sequential allylation processes. Next, the effect of hydroxamate ester was studied in the cascade addition–cyclization–trapping reaction of substrates with a carbon–carbon triple bond as a radical acceptor. When substrates with a methacryloyl moiety and a carbon–carbon triple bond as two polarity-different radical acceptors were employed, the cascade reaction proceeded effectively. A high level of enantioselectivity was also obtained by a proper combination of chiral Lewis acid and these substrates.

Tetrahedron ◽  
2012 ◽  
Vol 68 (6) ◽  
pp. 1774-1781 ◽  
Author(s):  
Chigusa Seki ◽  
Masafumi Hirama ◽  
N.D.M. Romauli Hutabarat ◽  
Junko Takada ◽  
Chonticha Suttibut ◽  
...  

ChemInform ◽  
2014 ◽  
Vol 45 (52) ◽  
pp. no-no
Author(s):  
Shaoyin Wang ◽  
Zhuo Chai ◽  
Yun Wei ◽  
Xiancui Zhu ◽  
Shuangliu Zhou ◽  
...  

2004 ◽  
Vol 126 (17) ◽  
pp. 5366-5367 ◽  
Author(s):  
Mukund P. Sibi ◽  
Kennosuke Itoh ◽  
Craig P. Jasperse

ChemInform ◽  
2006 ◽  
Vol 37 (12) ◽  
Author(s):  
Shih-Yuan Liu ◽  
Ivory D. Hills ◽  
Gregory C. Fu

2016 ◽  
Vol 19 (1) ◽  
pp. 222-225 ◽  
Author(s):  
Zijun Zhou ◽  
Yanjun Li ◽  
Lei Gong ◽  
Eric Meggers

2016 ◽  
Vol 7 (4) ◽  
pp. 2717-2721 ◽  
Author(s):  
Jing Guo ◽  
Yangbin Liu ◽  
Xiangqiang Li ◽  
Xiaohua Liu ◽  
Lili Lin ◽  
...  

A chiral Lewis acid-promoted cyclopropanation using a phenyliodonium ylide as the carbene precursor was developed. An EPR spectroscopy study supported a stepwise biradical mechanism.


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