Haem d 1: development of a new coupling procedure leading to the synthesis of isobacteriochlorins1

RL Mackman, J Micklefield, MH Block…

Index: Mackman, Richard L.; Micklefield, Jason; Block, Michael H.; Leeper, Finian J.; Battersby, Alan R. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 14 p. 2111 - 2122

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Citation Number: 16

Abstract

A new approach has been developed for construction of the western and eastern lactams, eg 2 and 3, needed for synthesis of isobacteriochlorins. It involves acylation of pyrroles with lactonic acids to form ketones. These are then efficiently converted into the desired lactams by a short sequence of reactions. All the steps are high yielding and simple to carry out.