Enantioselective syntheses and sensory properties of the 3-mercapto-2-methylpentanols

被引：26

作者：

Lüntzel, CS ^{[1
]}

Widder, S ^{[1
]}

Vössing, T ^{[1
]}

Pickenhagen, W ^{[1
]}

机构：

[1] DRAGOCO Gerberding & Co AG, Corp Res, D-37601 Holzminden, Germany

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2000年 / 48卷 / 02期

关键词：

enantioselective synthesis; chiral auxiliary; odor thresholds;

D O I：

10.1021/jf9908300

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

3-Mercapto-2-methylpentanol, a new powerful flavor compound, exhibits two stereocenters giving rise to two pairs of diastereomers. To determine differences in the sensory properties, all four diastereomers and enantiomers were stereo- and enantioselectively synthesized. A highly diastereoselective aldol reaction using a chiral auxiliary was one of the key steps in the synthesis. Further derivatization yielded the enantiopure compounds. Odor thresholds in air and water were determined.

引用

页码：424 / 427

页数：4

共 9 条

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