Tetrahedron

Natural product synthesis via the polybromo ketone-iron carbonyl reaction

R Noyori, Y Hayakawa

Index: Noyori, R.; Hayakawa, Y. Tetrahedron, 1985 , vol. 41, # 24 p. 5879 - 5886

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Citation Number: 39

Abstract

Application of the polybromo ketone-iron carbonyl reaction to natural product synthesis is summarized. The general synthesis of tropane alkaloids has been achieved via the reductive [3+ 4] cyclocoupling of sym-tetrabromoacetone with N-methoxycarbonylpyrrole as the key step. Ready availability of 8-oxabicyclo [3.2. 1] oct-6-en-3-one from the tetrabromoacetone and furan has opened a new, efficient entry to natural C-nucleosides ...