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A novel photo-rearrangement of latifolin

โœ Scribed by Darshan Kumari; S.K. Mukerjee

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
222 KB
Volume
8
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The 3,3-dlphenyl ally1 skeleton (Ia) of latlfolln, a recently dlsc,overedI member of the neofIavcmoids, shows soms Interesting reactlans' and rearrange-ments3. In this paper we describe a novel photocbemlcal transformatfcn of this molecule.

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A novel rearrangement of the latifolin s
A novel rearrangement of the latifolin skeleton
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## Latifolin (Id) Is an important memter of the neoflavanoia group of -pwa6. AS recently descriteal its synthesis Involves an ionic coupling of trlmethoxy benzene tc,) and o-methoxy clnnamyl ceticn CC9>, the latter being generated from o-methoxp clnnamyl chloride by a Lewis acid.

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OUR observation of a photo-induced Fries rearrangement3 prompted us to study the photochemistry of some of the expected primary products. For this reason we investigated the effect of ultra-violet light on alcoholic solutions of substituted phenacyl chlorides (I, Y = Cl). X-C6H1,-CCCH2Y (I) X-C6H4--