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Identification of a precursor to naturally occurring β-damascenone

✍ Scribed by Carolyn J Puglisi; Gordon M Elsey; Rolf H Prager; George K Skouroumounis; Mark A Sefton

Book ID
104231464
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
57 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

9-Hydroxymegastigma-3,5-dien-7-yne 8a was synthesised and shown to be identical to an intermediate found in the acid-catalysed conversion of 3,5,9-trihydroxymegastigma-6,7-diene 4 to b-damascenone 1, 3-hydroxydamascone 5 and megastigma-5-en-7-yne-3,9-diol 6. When subjected to acid hydrolysis, 8a produced b-damascenone 1, in high yield. Importantly, the hydrolysate was completely free of 3-hydroxydamascone 5.

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