scholarly journals 3-Aminooxetanes: versatile 1,3-amphoteric molecules for intermolecular annulation reactions

2020 ◽  
Vol 11 (36) ◽  
pp. 9945-9949 ◽  
Author(s):  
Zengwei Lai ◽  
Renwei Zhang ◽  
Qiang Feng ◽  
Jianwei Sun
Keyword(s):  

Despite the versatility of amphoteric molecules, stable and easily accessible ones are still limitedly known.

2011 ◽  
Vol 50 (49) ◽  
pp. 11798-11802 ◽  
Author(s):  
Lawrence L. W. Cheung ◽  
Zhi He ◽  
Shannon M. Decker ◽  
Andrei K. Yudin
Keyword(s):  

ChemInform ◽  
2012 ◽  
Vol 43 (17) ◽  
pp. no-no
Author(s):  
Lawrence L. W. Cheung ◽  
Zhi He ◽  
Shannon M. Decker ◽  
Andrei K. Yudin
Keyword(s):  

Science ◽  
2018 ◽  
Vol 362 (6413) ◽  
pp. 434-439 ◽  
Author(s):  
Luca Legnani ◽  
Gabriele Prina-Cerai ◽  
Tristan Delcaillau ◽  
Suzanne Willems ◽  
Bill Morandi

Primary amines are essential constituents of biologically active molecules and versatile intermediates in the synthesis of drugs and agrochemicals. However, their preparation from easily accessible alkenes remains challenging. Here, we report a general strategy to access primary amines from alkenes through an operationally simple iron-catalyzed aminochlorination reaction. A stable hydroxylamine derivative and benign sodium chloride act as the respective nitrogen and chlorine sources. The reaction proceeds at room temperature under air; tolerates a large scope of aliphatic and conjugated alkenes, including densely functionalized substrates; and provides excellent anti-Markovnikov regioselectivity with respect to the amino group. The reactivity of the 2-chloroalkylamine products, an understudied class of amphoteric molecules, enables facile access to linear or branched aliphatic amines, aziridines, aminonitriles, azido amines, and homoallylic amines.


2013 ◽  
Vol 49 (59) ◽  
pp. 6587-6589 ◽  
Author(s):  
Yi Wang ◽  
Minjie Li ◽  
Yumo Zhang ◽  
Jin Yang ◽  
Shaoyin Zhu ◽  
...  

2012 ◽  
Vol 124 (25) ◽  
pp. 6313-6317 ◽  
Author(s):  
Wanxiang Zhao ◽  
Zhaobin Wang ◽  
Jianwei Sun

1995 ◽  
Vol 113 (1) ◽  
pp. 47-55 ◽  
Author(s):  
Krisztina Takács-Novák ◽  
Miklós Józan ◽  
György Szász

2010 ◽  
Vol 132 (9) ◽  
pp. 2889-2891 ◽  
Author(s):  
Ryan Hili ◽  
Vishal Rai ◽  
Andrei K. Yudin
Keyword(s):  

ChemInform ◽  
2014 ◽  
Vol 45 (25) ◽  
pp. no-no
Author(s):  
Zhi He ◽  
Adam Zajdlik ◽  
Andrei K. Yudin
Keyword(s):  

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