cas 2802-08-6, 1-DIMETHYLAMINO-BUT-1-EN-3-ONE, 98 | Articles data ｜lookchem

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2802-08-6

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A formal total synthesis of dysidiolide
(Matrix presented) A formal total synthesis of the natural product dysidiolide is described. Starting from a Diels-Alder reaction between an enoate and a Rawal diene, the cyclohexenone 4 was synthesized. A subsequent stereospecific methyl cuprate addition established the desired trans configuration in the cyclohexane 3. Wacker oxidation of the pentenyl side chain to the diketone 17 followed by an intramolecular aldol condensation led to the bicyclic enone 2, a key intermediate in a recently reported synthesis of dysidiolide.
Paczkowski, Ralph,Maichle-Moessmer, Caecilia,Maier, Martin E.
p. 3967 - 3969
(2007/10/03)

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Chemical Properties

Appearance/Colour :clear reddish-brown to dark brown liquid
Boiling Point: 169.2 °C at 760 mmHg
Flash Point:54.3 °C
Density: 0.901 g/cm³
Solubility:DMSO (Slightly), Methanol (Slightly)
Storage Temp.:2-8°C
Vapor Pressure: 1.56mmHg at 25°C
Refractive Index: n20/D 1.557(lit.)
PKA: 5.56±0.70(Predicted)
PSA: 20.31000
LogP: 0.65070

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