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The Synthesis of Damascenone and β-Damascone and the possible mechanism of their formation from carotenoids

✍ Scribed by Sachihiko Isoe; Shigeo Katsumura; Takeo Sakan

Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
181 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

A brief synthesis of damascenone (5) from the acetylenic diol 2 and also that of β‐damascone (8) from β‐ionol, resembling the biogenetic synthesis, are described. A possible mechanism for the formation of damascenone from neoxanthin is proposed.

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Synthesis of (E)-1-Propenyl Ketones from
Synthesis of (E)-1-Propenyl Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium-Magnesium Reagents. Synthesis of α-Damascone, β-Damascone, and β-Damascenone
✍ Charles Fehr; José Galindo 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 German ⚖ 488 KB 👁 2 views

For a special (intramolecular) case, see [5]. Vol.69 (1986) 229 ') The diethylamides corresponding to esters 1-3 are unreactive. ( E ) / ( Z ) % 9:l. We assume that the major silylenol ether 12 formed has the (E)-configuration (see [15]).