7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes
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...
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| Language: | English |
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MDPI AG
2001-02-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/6/3/194/ |
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doaj-c82f61fa420c4dd5b44b4741c48ee53e2020-11-24T23:07:54ZengMDPI AGMolecules1420-30492001-02-016319420210.3390/603001947-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl BenzonorbornadienesPatrick J. FoleyGeoffrey J. CollinRonald N. Warrener7-(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.http://www.mdpi.com/1420-3049/6/3/194/Benzynecycloadditionenolacetatesfulvenesbenzonorbornadienes |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Patrick J. Foley Geoffrey J. Collin Ronald N. Warrener |
| spellingShingle |
Patrick J. Foley Geoffrey J. Collin Ronald N. Warrener 7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes Molecules Benzyne cycloaddition enolacetates fulvenes benzonorbornadienes |
| author_facet |
Patrick J. Foley Geoffrey J. Collin Ronald N. Warrener |
| author_sort |
Patrick J. Foley |
| title |
7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes |
| title_short |
7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes |
| title_full |
7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes |
| title_fullStr |
7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes |
| title_full_unstemmed |
7-(1-Acetoxymethylidene)Benzonorbornadiene: A Versatile Reagent for the Synthesis of 7-Formyl and 7-Hydroxymethyl Benzonorbornadienes |
| title_sort |
7-(1-acetoxymethylidene)benzonorbornadiene: a versatile reagent for the synthesis of 7-formyl and 7-hydroxymethyl benzonorbornadienes |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2001-02-01 |
| description |
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. |
| topic |
Benzyne cycloaddition enolacetates fulvenes benzonorbornadienes |
| url |
http://www.mdpi.com/1420-3049/6/3/194/ |
| work_keys_str_mv |
AT patrickjfoley 71acetoxymethylidenebenzonorbornadieneaversatilereagentforthesynthesisof7formyland7hydroxymethylbenzonorbornadienes AT geoffreyjcollin 71acetoxymethylidenebenzonorbornadieneaversatilereagentforthesynthesisof7formyland7hydroxymethylbenzonorbornadienes AT ronaldnwarrener 71acetoxymethylidenebenzonorbornadieneaversatilereagentforthesynthesisof7formyland7hydroxymethylbenzonorbornadienes |
| _version_ |
1725616530475974656 |