Synthesis and olfactory properties of Phantolide analogues in racemic and optically active forms,Flavour and Fragrance Journal

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Synthesis and olfactory properties of Phantolide analogues in racemic and optically active forms
Flavour and Fragrance Journal ( IF 2.1 ) Pub Date : 2018-12-11 , DOI: 10.1002/ffj.3483
Masashi Kawasaki ₁ , Saki Kuroyanagi ₂ , Takuya Ito ₃ , Hiroyuki Morita ₃ , Yasuo Tanaka ₄ , Naoki Toyooka _{2,

5}

Affiliation

The racemates, (+)‐ and (–)‐enantiomers, of eight novel Phantolide analogues, which are non‐natural musk odorants, were synthesized. The key step of the asymmetric synthesis was the lipase‐catalysed enantioselective transesterification of a racemic primary alcohol, and the resultant two enantiomers of the primary alcohol were used as intermediates for further transformations. The odour profiles of all of the synthesized Phantolide analogues were evaluated. Some interesting findings on the odour profiles of the analogues are reported here.

中文翻译：

外消旋和旋光形式的苯妥内酯类似物的合成和嗅觉性能

合成了八种新颖的苯妥内酯类似物的非天然麝香气味的外消旋物，（+）和（–）对映体。不对称合成的关键步骤是外消旋伯醇的脂肪酶催化对映选择性酯交换反应，伯醇的两种对映异构体用作进一步转化的中间体。评价了所有合成的苯妥内酯类似物的气味特征。关于类似物的气味特征的一些有趣的发现报告在这里。

更新日期：2018-12-11

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