Molecules 2001, 6(3), 194-202; doi:10.3390/60300194
Article

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

Ronald N. Warrener* email, Geoffrey J. Collin and Patrick J. Foley
Centre for Molecular Architecture, Central Queensland University, North Rockhampton, 4701, Queensland, Australia
* Author to whom correspondence should be addressed.
Received: 30 November 2000; in revised form: 16 January 2001 / Accepted: 16 January 2001 / Published: 28 February 2001
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Abstract: 7-(1-Acetoxymethylidene)benzonorbornadiene 3, prepared in one step by the addition of benzyne to 6-acetoxyfulvene 2, is hydrolysed in acid solution to form a 3:2-epimeric mixture of syn- and anti- 7-formylbenzonorbornadienes 4 and 5, respectively; the corresponding 7-hydroxymethylbenzonorbornadienes 6 and 9 were produced by reduction of the formyl isomers with sodium borohydride.
Keywords: Benzyne; cycloaddition; enolacetates; fulvenes; benzonorbornadienes

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MDPI and ACS Style

Warrener, R.N.; Collin, G.J.; Foley, P.J. 7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes. Molecules 2001, 6, 194-202.

AMA Style

Warrener RN, Collin GJ, Foley PJ. 7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes. Molecules. 2001; 6(3):194-202.

Chicago/Turabian Style

Warrener, Ronald N.; Collin, Geoffrey J.; Foley, Patrick J. 2001. "7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes." Molecules 6, no. 3: 194-202.

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