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7-(1-Acetoxymethylidene)Benzonorbornadiene:  A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes

7-(1-Acetoxymethylidene)benzonorbornadiene [Formula: see text] , prepared in one step by the addition of benzyne to 6-acetoxyfulvene [Formula: see text] , is hydrolysed in acid solution to form a 3:2-epimeric mixture of syn- and anti- 7-formylbenzonorbornadienes [Formula: see text] and [Formula: see...

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Detalles Bibliográficos
Autores principales: Warrener, Ronald N., Collin, Geoffrey J., Foley, Patrick J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2001
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6236343/
http://dx.doi.org/10.3390/60300194
Descripción
Sumario:7-(1-Acetoxymethylidene)benzonorbornadiene [Formula: see text] , prepared in one step by the addition of benzyne to 6-acetoxyfulvene [Formula: see text] , is hydrolysed in acid solution to form a 3:2-epimeric mixture of syn- and anti- 7-formylbenzonorbornadienes [Formula: see text] and [Formula: see text] , respectively; the corresponding 7-hydroxymethylbenzonorbornadienes [Formula: see text] and [Formula: see text] were produced by reduction of the formyl isomers with sodium borohydride.