Journal of Organic Chemistry 2006-04-14

Synthesis and structure revision of calyxin natural products.

Xia Tian, James J Jaber, Scott D Rychnovsky

Index: J. Org. Chem. 71(8) , 3176-83, (2006)

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Abstract

Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.