7, 7-Dimethyltricyclo[3.3.0.0.2, 8]octan-3-ones as Synthetic Intermediates. I. : Preparation and Cyclopropane Ring Opening of 7, 7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.02, 8]octan-3-one
7, 7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.02, 8]octan-3-one (4) was prepared from 4, 4-di-methyl-2-cyclopentenone in several steps. The Birch reduction of 4 resulted in exclusive formation of a bicyclo[3.3.0]octanone (14)through C2-C8 bond clevage, while its substitutional reactions yielded bicyclo...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1988/04/25, Vol.36(4), pp.1351-1357 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 36 |
| creator | IMANISHI, TAKESHI YAMASHITA, MASAYUKI MATSUI, MUNETAKA NINBARI, FUSAKO TANAKA, TETSUAKI IWATA, CHUZO |
| description | 7, 7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.02, 8]octan-3-one (4) was prepared from 4, 4-di-methyl-2-cyclopentenone in several steps. The Birch reduction of 4 resulted in exclusive formation of a bicyclo[3.3.0]octanone (14)through C2-C8 bond clevage, while its substitutional reactions yielded bicyclo[3.2.1]octanones (15) through C1-C2 bond cleavage as major products. |
| doi_str_mv | 10.1248/cpb.36.1351 |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 0009-2363 |
| ispartof | Chemical and Pharmaceutical Bulletin, 1988/04/25, Vol.36(4), pp.1351-1357 |
| issn | 0009-2363 1347-5223 |
| language | eng |
| recordid | cdi_crossref_primary_10_1248_cpb_36_1351 |
| source | J-STAGE Free; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology Organic chemistry Preparations and properties SN2 reaction |
| title | 7, 7-Dimethyltricyclo[3.3.0.0.2, 8]octan-3-ones as Synthetic Intermediates. I. : Preparation and Cyclopropane Ring Opening of 7, 7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.02, 8]octan-3-one |
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