Model studies on the type-III porphyrin rearrangement: synthesis and chemistry of pyrrolylmethylpyrrolenines and related systems

AR Battersby, HA Broadbent…

文献索引：Battersby, Alan R.; Broadbent, Hugo A.; Fookes, Christopher J. R. Journal of the Chemical Society, Chemical Communications, 1983 , # 21 p. 1240 - 1242

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被引用次数: 6

摘要

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.