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Chau_Nguyen, Khiem; Nguyen_Tran, Anh Thu; Wang, Pengzhi; Zhang, Shaofei; Wu, Zhiyuan; Taniguchi, Masahiko; Lindsey, Jonathan S (, Molecules)The photosynthetic tetrapyrroles share a common structural feature comprised of a β-ketoester motif embedded in an exocyclic ring (ring E). As part of a total synthesis program aimed at preparing native structures and analogues, 3-(3-methoxy-1,3-dioxopropyl)pyrrole was sought. The pyrrole is a precursor to analogues of ring C and the external framework of ring E. Four routes were developed. Routes 1–3 entail a Pd-mediated coupling process of a 3-iodopyrrole with potassium methyl malonate, whereas route 4 relies on electrophilic substitution of TIPS-pyrrole with methyl malonyl chloride. Together, the four routes afford considerable latitude. A long-term objective is to gain the capacity to create chlorophylls and bacteriochlorophylls and analogues thereof by facile de novo means for diverse studies across the photosynthetic sciences.more » « less
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Ruan, Haoyu; Zhou, Yihang; Shen, Jie; Zhai, Yue; Xu, Ying; Pi, Linyu; Huang, Ruofan; Chen, Kun; Li, Xiangyu; Ma, Weizhe; et al (, Clinical and Translational Medicine)
