Model studies on the type-III porphyrin rearrangement: synthesis and chemistry of pyrrolylmethylpyrrolenines and related systems
AR Battersby, HA Broadbent…
Index: 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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Citation Number: 6
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.
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[Battersby, Alan R.; Baker, Mark G.; Broadbent, Hugo A.; Fookes, Christopher J. R.; Leeper, Finian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2027 - 2048]
[Battersby, Alan R.; Baker, Mark G.; Broadbent, Hugo A.; Fookes, Christopher J. R.; Leeper, Finian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2027 - 2048]
[Battersby, Alan R.; Baker, Mark G.; Broadbent, Hugo A.; Fookes, Christopher J. R.; Leeper, Finian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2027 - 2048]
[Battersby, Alan R.; Baker, Mark G.; Broadbent, Hugo A.; Fookes, Christopher J. R.; Leeper, Finian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2027 - 2048]
[Battersby, Alan R.; Baker, Mark G.; Broadbent, Hugo A.; Fookes, Christopher J. R.; Leeper, Finian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2027 - 2048]