Pub No:
233
Title:
Transformation of a Monovinylporphyrin to Benzoporphyrins via Diels-Alder Adducts
Authors:
Yon-Hin, P., Wijesekera, T., and David Dolphin
Journal:
Tetrahedron Lett.
Year:
1989
Pages:
30, 6135-6138
Abstract:
Vinylporphyrin I (R = CH:CH2, R1 = H) has been synthesized and treated with excess RO2CC?CCO2R (R = Me, Et, CMe3) to give monobenzoporphyrins I [RR1 = CH:CHC(CO2R):C(CO2R] in high yield. Evidence suggests that the initial adduct isomerizes to a new porphyrin [I, RR1 = CH2CH2C(CO2R):C(CO2R)] en route to the benzoporphyrin.

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