Model studies on the type-III porphyrin rearrangement: synthesis and chemistry of pyrrolylmethylpyrrolenines and related systems
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 21,p. 1240-1242
- https://doi.org/10.1039/c39830001240
Abstract
Synthetic routes to 2,2-disubstituted pyrrolenines are developed and used to construct a pyrrolylmethyl-pyrrolenine (24) of the type postulated to be an intermediate in the rearrangement which generates the natural type-III porphyrins; the synthetic system is found to undergo ready proton-catalysed rearrangement which models the proposed biosynthetic process and thus shows its feasibility.Keywords
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