P-78 Pd(II)触媒によるエーテル環化反応とポリ環状エーテル系天然物合成への応用(ポスター発表の部)

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Recently, many natural products were isolated from marine origin and these structures were determined by extensive endeavors. Especially polyethers are very interesting, due to specific structure and biologically activity. We have studied Pd(II)-catalyzed cyclization method and its application to the synthesis of natural products. Herein we report the synthetic study of Yessotoxin by Pd(II)-catalyzed cyclization method. 1)Pd(II)-catalyzed Cyclization to Ether The chiral triol. which was derived from 1,4-butanediol by 12 steps, was treated with Pd(II)-catalyst to afford the ether with high stereoselectivity. We discuss the effect of the protecting group on the stereoselectivity. 2)Synthetic Study of Polyether To demonstrate this synthetic strategy. we tried the synthesis of polyether model compound. The optical starting material was treated by palladium-catalyzed cyclization method to give polyether model compound with high stereoselectivity. Finally we attained the synthesis of polyether model compound. 3)Synthetic Study of Yessotoxin Yessotoxin was isolated from Patinopecten vessoensis in 1987. It caused diarrheic shellfish poisoning. Herein we report the synthetic study of AB ring of Yessotoxin by using Pd(II)-catalyzed cyclization method.
天然有機化合物討論会の論文
2007-08-24