l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue

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.