6712-92-1Relevant academic research and scientific papers
One-pot synthesis of precocene I and II and a formal synthesis of robustadial A and B via 2-phenyl-4H-1,3,2-benzodioxaborin
Bissada,Lau,Bernstein,Dufresne
, p. 1866 - 1869 (2007/10/02)
The reaction of a phenol, an α,β-unsaturated aldehyde, and phenylboronic acid yields a 2-phenyl-4H-1,3,2-benzodioxaborin. Upon heating, this compound decomposes to an orthoquinone-methide intermediate, which undergoes an electrocyclization reaction to a chromene ring system. This method has been applied to the synthesis of precocenes I and II and the robustadial A and B. The reaction of a phenol, an α,β-unsaturated aldehyde, and phenylboronic acid yields a 2-phenyl-4H-1,3,2-benzodioxaborin. Upon heating, this compound decomposes to an orthoquinone-methide intermediate, which undergoes an electrocyclization reaction to a chromene ring system. This method has been applied to the synthesis of precocenes I and II and the robustadial A and B.
