Optically Active Ionones and Derivatives: Preparation and Olfactory Properties
The isomeric ionones 1−3 are of both academic and commercial interest. Since their first preparation at the end of the 19th century they have been widely used as fragrances and as starting materials or building blocks in the synthesis of many relevant products. The regioselective and/or enantioselec...
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Published in: | European journal of organic chemistry Vol. 2002; no. 6; pp. 967 - 978 |
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Format: | Journal Article |
Language: | English |
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WILEY-VCH Verlag GmbH
01-03-2002
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Abstract | The isomeric ionones 1−3 are of both academic and commercial interest. Since their first preparation at the end of the 19th century they have been widely used as fragrances and as starting materials or building blocks in the synthesis of many relevant products. The regioselective and/or enantioselective preparation of ionones has therefore been investigated with growing interest over the last decades. In this Microreview, we summarize the syntheses of optically active α‐ and γ‐ionones (1, 3) and the epoxy and dihydro ionones 4−7. In addition, the olfactory properties of most of them are reported comprehensively. |
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AbstractList | The isomeric ionones 1−3 are of both academic and commercial interest. Since their first preparation at the end of the 19th century they have been widely used as fragrances and as starting materials or building blocks in the synthesis of many relevant products. The regioselective and/or enantioselective preparation of ionones has therefore been investigated with growing interest over the last decades. In this Microreview, we summarize the syntheses of optically active α‐ and γ‐ionones (1, 3) and the epoxy and dihydro ionones 4−7. In addition, the olfactory properties of most of them are reported comprehensively. |
Author | Fuganti, Claudio Kraft, Philip Brenna, Elisabetta Serra, Stefano |
Author_xml | – sequence: 1 givenname: Elisabetta surname: Brenna fullname: Brenna, Elisabetta email: elisabetta.brenna@polimi.it organization: Dipartimento di Chimica del Politecnico, Centro CNR per lo Studio delle Sostanze Organiche Naturali, Via Mancinelli 7, 20131 Milano, Italy, Fax: (internat.) + 39-02/2399-3080 – sequence: 2 givenname: Claudio surname: Fuganti fullname: Fuganti, Claudio organization: Dipartimento di Chimica del Politecnico, Centro CNR per lo Studio delle Sostanze Organiche Naturali, Via Mancinelli 7, 20131 Milano, Italy, Fax: (internat.) + 39-02/2399-3080 – sequence: 3 givenname: Stefano surname: Serra fullname: Serra, Stefano organization: Dipartimento di Chimica del Politecnico, Centro CNR per lo Studio delle Sostanze Organiche Naturali, Via Mancinelli 7, 20131 Milano, Italy, Fax: (internat.) + 39-02/2399-3080 – sequence: 4 givenname: Philip surname: Kraft fullname: Kraft, Philip email: philip.kraft@givaudan.com organization: Givaudan Dübendorf AG, Fragrance Research, Überlandstrasse 138, 8600 Dübendorf, Switzerland, Fax: (internat.) + 41-1/824-2926 |
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Snippet | The isomeric ionones 1−3 are of both academic and commercial interest. Since their first preparation at the end of the 19th century they have been widely used... |
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SubjectTerms | Enantioselective synthesis Fragrances Natural products Olfaction Resolution Synthetic methods |
Title | Optically Active Ionones and Derivatives: Preparation and Olfactory Properties |
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