Synlett

Prolinamide/PPTS-catalyzed Hajos-Parrish annulation: Efficient approach to the tricyclic core of cylindricine-type alkaloids

XM Zhang, M Wang, YQ Tu, CA Fan, YJ Jiang…

Index: Zhang, Xiao-Ming; Wang, Min; Tu, Yong-Qiang; Fan, Chun-An; Jiang, Yi-Jun; Zhang, Shu-Yu; Zhang, Fu-Min Synlett, 2008 , # 18 p. 2831 - 2835

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Citation Number: 17

Abstract

Abstract A series of Wieland-Miescher ketone analogues bearing highly functionalized substituents are efficiently constructed in high enantioselectivities and good yields using catalytic amounts of prolinamide and PPTS. We have successfully utilized this reaction as a key step to synthesize the tricyclic core of cylindricine type alkaloids.