Chirality and fragrance chemistry: Stereoisomers of the commercial chiral odorants Muguesia and Pamplefleur

被引：61

作者：

Abate, A ^{[1
]}

Brenna, E ^{[1
]}

Fuganti, C ^{[1
]}

Gatti, FG ^{[1
]}

Giovenzana, T ^{[1
]}

Malpezzi, L ^{[1
]}

Serra, S ^{[1
]}

机构：

[1] CNR, Ist Chim Riconoscimento Mol, Dipartimento Chim Mat & Ingn Chim Politecn, I-20131 Milan, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 04期

关键词：

D O I：

10.1021/jo048445j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The work describes the enzyme-mediated preparation and the odor evaluation of the single stereoisomers of the commercial odorants Muguesia and Pamplefleur. The synthetic approach to Muguesia stereoisomers helped to clear the assignment of the relative configuration of intermediate diols 5. The odor response of Pamplefleur isomers was found to be rather unusual. No stereoisomer prevailed, but each one played a definite role in establishing the odor sensation of the final blend.

引用

页码：1281 / 1290

页数：10

共 46 条

[1] Preparation of the enantiomerically enriched isomers of the odorous cyclic ethers Clarycet®, Florol®, and Rhubafuran® by enzymatic catalysis [J].