Lewis acid catalyzed acyl migration with optically active (Z)- and (E)-1,3-diphenyl-2-buten-1-one oxide. Evidence of a concerted pathway

1978 ◽  
Vol 100 (5) ◽  
pp. 1605-1607 ◽  
Author(s):  
John M. Domagala ◽  
Robert D. Bach
2019 ◽  
Vol 55 (59) ◽  
pp. 8635-8638 ◽  
Author(s):  
Kazuhiko Sakaguchi ◽  
Shunnichi Kubota ◽  
Wataru Akagi ◽  
Naoko Ikeda ◽  
Masato Higashino ◽  
...  

Acid-catalyzed intramolecular Friedel–Crafts cyclization of optically active α-hydroxy-α-alkenylsilanes possessing a benzene ring (>99% ee) with TMSOTf as a Lewis acid gave enantio-enriched tetrahydronaphthalenes (up to 98% ee).


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