James M. Wood, Daniel P. Furkert and Margaret A. Brimble
Org. Biomol. Chem., 2016,14, 7659-7664
DOI:
10.1039/C6OB01361A,
Paper
A convergent synthesis of the 2-formyl pyrrole spiroketal pollenopyrroside A is reported. The key step involves a Maillard-type condensation of an amine derived from deoxy-D-ribose with a dihydropyranone to furnish the 2-formylpyrrole ring system. Spectroscopic and physical data of 9-epi-pollenopyrroside A are also provided, elucidating the structures of the previously isolated 2-formylpyrrole spiroketals capparisine B, shensongine A and xylapyrroside A.