School of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland 1142, New Zealand.
Org Biomol Chem. 2016 Aug 10;14(32):7659-64. doi: 10.1039/c6ob01361a.
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.
报道了 2-甲酰基吡咯螺缩酮花粉吡咯罗昔定 A 的汇聚合成。关键步骤包括从脱氧-d-核糖衍生的胺与二氢吡喃酮之间的 Maillard 型缩合,以提供 2-甲酰基吡咯环系统。还提供了 9-表-花粉吡咯罗昔定 A 的光谱和物理数据,阐明了先前分离的 2-甲酰基吡咯螺缩酮 capparisine B、shensongine A 和 xylapyrroside A 的结构。