l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue
2011
Abstract Prochiral ( E , E )-fulgide 8 was reacted with l -prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography.
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