ISSN:
0170-2041
Keywords:
Sandalwood oil
;
Fragrances
;
Stereoselective synthesis
;
β-Santalene, pure, isolation
;
Enantiomers, fragrance properties
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Enantiomerically pure 5-norbornene-2-carboxylic acids 4, obtained by asymmetric Diels-Alder additions, were oxidatively degraded to (+)- and (-)-2-norbornanone [(+)-, (-)-21] and (+)- and (-)-3-methyl-2-norbornanone [(+)-, (-)-11] which were converted into the title compounds by stereoselective alkylations, subsequent cis- and trans-selective Wittig reactions and reductions. Precise optical rotations were determined for (Z)- and (E)-β-santalol (1 and 2) and β-santalene (3a) which were obtained by total synthesis and, in addition, by isolation from East Indian sandalwood oil.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940610
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