Pyrroles and related compounds. Part XXIX. Vinylporphyrin β-keto-esters
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 516-527
- https://doi.org/10.1039/p19740000516
Abstract
The first total synthesis of 2,4-divinylrhodoporphyrin-XV dimethyl ester (2c)(via the b-oxobilane route) is reported. General methods for the synthesis of porphyrin β-keto-esters (1) from various rhodoporphyrins by way of the corresponding mixed anhydrides or imidazolides are presented. These are shown to be more efficient than the previous approach via porphyrin acid chlorides and sodiomalonic esters. The synthesis and properties of the β-keto-esters from 2-vinyl- and 2,4-divinyl-rhodoporphyrin-XV dimethyl esters are reported; such compounds may be of significance in chlorophyll biosynthesis.Keywords
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