Syntheses and olfactory characteristics of flavouring and perfuming lactone thiono-analogues
Thionation of several γ‐, δ‐ and ε‐lactones widely used in flavours and fragrances was carried out using three different synthetic procedures. γ‐Thionolactones were synthesized via a microwave‐assisted procedure, whereas δ‐ and ε‐thionolactones were prepared using Lawesson's reagent or the P4S1...
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| Veröffentlicht in: | Flavour and fragrance journal 2006-01, Vol.21 (1), p.175-184 |
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| container_end_page | 184 |
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| container_title | Flavour and fragrance journal |
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| creator | Filippi, Jean-Jacques Fernandez, Xavier Lizzani-Cuvelier, Louisette Loiseau, André-Michel |
| description | Thionation of several γ‐, δ‐ and ε‐lactones widely used in flavours and fragrances was carried out using three different synthetic procedures. γ‐Thionolactones were synthesized via a microwave‐assisted procedure, whereas δ‐ and ε‐thionolactones were prepared using Lawesson's reagent or the P4S10–HMDO combination under standard conditions. The synthesized compounds were submitted to an olfactory evaluation: γ‐thionolactones offered a large variety of odours related to saffron, mushrooms and fruits, while δ‐thionolactones presented a strong character of sulphur with a poor variety of olfactory notes. cis‐Jasmone thionolactone, 6‐amylthionopyrone, and menthone thionolactone presented very interesting notes of blackcurrant, Tagetes minuta and celery, respectively. Copyright © 2005 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/ffj.1559 |
| format | Article |
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The synthesized compounds were submitted to an olfactory evaluation: γ‐thionolactones offered a large variety of odours related to saffron, mushrooms and fruits, while δ‐thionolactones presented a strong character of sulphur with a poor variety of olfactory notes. cis‐Jasmone thionolactone, 6‐amylthionopyrone, and menthone thionolactone presented very interesting notes of blackcurrant, Tagetes minuta and celery, respectively. Copyright © 2005 John Wiley & Sons, Ltd.</description><identifier>ISSN: 0882-5734</identifier><identifier>EISSN: 1099-1026</identifier><identifier>DOI: 10.1002/ffj.1559</identifier><identifier>CODEN: FFJOED</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>Applied sciences ; Aroma and flavouring agent industries ; Biological and medical sciences ; Chemical industry and chemicals ; Essential oils, perfumes ; Exact sciences and technology ; Food industries ; Fundamental and applied biological sciences. Psychology ; lactones ; microwave irradiation ; olfactory notes ; Tagetes minuta ; thionolactones ; Washing products. Cosmetics and toiletries. 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J</addtitle><description>Thionation of several γ‐, δ‐ and ε‐lactones widely used in flavours and fragrances was carried out using three different synthetic procedures. γ‐Thionolactones were synthesized via a microwave‐assisted procedure, whereas δ‐ and ε‐thionolactones were prepared using Lawesson's reagent or the P4S10–HMDO combination under standard conditions. The synthesized compounds were submitted to an olfactory evaluation: γ‐thionolactones offered a large variety of odours related to saffron, mushrooms and fruits, while δ‐thionolactones presented a strong character of sulphur with a poor variety of olfactory notes. cis‐Jasmone thionolactone, 6‐amylthionopyrone, and menthone thionolactone presented very interesting notes of blackcurrant, Tagetes minuta and celery, respectively. Copyright © 2005 John Wiley & Sons, Ltd.</description><subject>Applied sciences</subject><subject>Aroma and flavouring agent industries</subject><subject>Biological and medical sciences</subject><subject>Chemical industry and chemicals</subject><subject>Essential oils, perfumes</subject><subject>Exact sciences and technology</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>lactones</subject><subject>microwave irradiation</subject><subject>olfactory notes</subject><subject>Tagetes minuta</subject><subject>thionolactones</subject><subject>Washing products. Cosmetics and toiletries. 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Psychology</topic><topic>lactones</topic><topic>microwave irradiation</topic><topic>olfactory notes</topic><topic>Tagetes minuta</topic><topic>thionolactones</topic><topic>Washing products. Cosmetics and toiletries. Perfumes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Filippi, Jean-Jacques</creatorcontrib><creatorcontrib>Fernandez, Xavier</creatorcontrib><creatorcontrib>Lizzani-Cuvelier, Louisette</creatorcontrib><creatorcontrib>Loiseau, André-Michel</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Chemoreception Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Flavour and fragrance journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Filippi, Jean-Jacques</au><au>Fernandez, Xavier</au><au>Lizzani-Cuvelier, Louisette</au><au>Loiseau, André-Michel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses and olfactory characteristics of flavouring and perfuming lactone thiono-analogues</atitle><jtitle>Flavour and fragrance journal</jtitle><addtitle>Flavour Fragr. J</addtitle><date>2006-01</date><risdate>2006</risdate><volume>21</volume><issue>1</issue><spage>175</spage><epage>184</epage><pages>175-184</pages><issn>0882-5734</issn><eissn>1099-1026</eissn><coden>FFJOED</coden><abstract>Thionation of several γ‐, δ‐ and ε‐lactones widely used in flavours and fragrances was carried out using three different synthetic procedures. γ‐Thionolactones were synthesized via a microwave‐assisted procedure, whereas δ‐ and ε‐thionolactones were prepared using Lawesson's reagent or the P4S10–HMDO combination under standard conditions. The synthesized compounds were submitted to an olfactory evaluation: γ‐thionolactones offered a large variety of odours related to saffron, mushrooms and fruits, while δ‐thionolactones presented a strong character of sulphur with a poor variety of olfactory notes. cis‐Jasmone thionolactone, 6‐amylthionopyrone, and menthone thionolactone presented very interesting notes of blackcurrant, Tagetes minuta and celery, respectively. Copyright © 2005 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/ffj.1559</doi><tpages>10</tpages></addata></record> |
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| ispartof | Flavour and fragrance journal, 2006-01, Vol.21 (1), p.175-184 |
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| language | eng |
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| source | Wiley Online Library - AutoHoldings Journals |
| subjects | Applied sciences Aroma and flavouring agent industries Biological and medical sciences Chemical industry and chemicals Essential oils, perfumes Exact sciences and technology Food industries Fundamental and applied biological sciences. Psychology lactones microwave irradiation olfactory notes Tagetes minuta thionolactones Washing products. Cosmetics and toiletries. Perfumes |
| title | Syntheses and olfactory characteristics of flavouring and perfuming lactone thiono-analogues |
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