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Synthesis and olfactory evaluation of allylic α‐quaternary ether ketones
Flavour and Fragrance Journal ( IF 2.6 ) Pub Date : 2018-12-16 , DOI: 10.1002/ffj.3481 Luisa Lempenauer 1 , Aline Soupart 1 , Gilles Lemière 1 , Elisabet Duñach 1
Flavour and Fragrance Journal ( IF 2.6 ) Pub Date : 2018-12-16 , DOI: 10.1002/ffj.3481 Luisa Lempenauer 1 , Aline Soupart 1 , Gilles Lemière 1 , Elisabet Duñach 1
Affiliation
Unprecedented α‐oxygenated β,γ‐unsaturated ketones bearing a quaternary carbon at the α‐position were synthesized in two steps from readily available α,β‐unsaturated ketones. The compounds were prepared on a gram scale under mild conditions via a key rearrangement step catalysed by 1 mol% of p‐toluenesulfonic acid as a low‐priced and sustainable catalyst. The olfactory properties of this novel family of odorants as well as of some derivatives have been assessed, revealing a quite broad odour spectrum and a pronounced susceptibility of the olfactory properties towards structural changes.
中文翻译:
烯丙基α-季醚酮的合成及嗅觉评价
由两个容易获得的α,β-不饱和酮分两步合成了前所未有的在α-位带有季碳的α-氧化的β,γ-不饱和酮。这些化合物是通过在1摩尔%的对甲苯磺酸作为低价且可持续的催化剂催化的关键重排步骤,在温和条件下以克级制备的。已经评估了该新颖的增香剂家族以及一些衍生物的嗅觉特性,揭示了相当宽的气味谱以及嗅觉特性对结构变化的显着敏感性。
更新日期:2018-12-16
中文翻译:
烯丙基α-季醚酮的合成及嗅觉评价
由两个容易获得的α,β-不饱和酮分两步合成了前所未有的在α-位带有季碳的α-氧化的β,γ-不饱和酮。这些化合物是通过在1摩尔%的对甲苯磺酸作为低价且可持续的催化剂催化的关键重排步骤,在温和条件下以克级制备的。已经评估了该新颖的增香剂家族以及一些衍生物的嗅觉特性,揭示了相当宽的气味谱以及嗅觉特性对结构变化的显着敏感性。