Published January 1, 2014
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Total Syntheses of Multicaulins via Oxidative Photocyclization of Stilbenes
- 1. Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
Description
The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6-methoxy-1,2-dimethylphenanthrene, multicaulin (1). The O-demethylation of 1 with BBr3 afforded the 7-isopropyl-1,2-dimethylphenanthren-6-ol, O-demethylmulticaulin (2).
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