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Creators/Authors contains: "Nguyen_Tran, Anh Thu"

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  1. Phyllobilins – important natural products derived from chlorophylls – contain a characteristic conjugation in the southern rim, which is mimicked here in a synthetic analogue. 
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  2. Two simple pyrroles react in two simple reactions to afford a dipyrromethane analogue of the southern rim of native tetrapyrroles and their catabolites. 
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  3. 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. 
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