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A New Type of Corrin Synthesis

1969/05/01 by Yasuji Yamada, Djordje Miljković, Pius A. Wehrli +5 · 2 citations
Biochemistry, Genetics and Molecular Biology · Chemistry · Materials Science · #Cyclopropane Reaction Mechanisms #Porphyrin Metabolism and Disorders #Porphyrin and Phthalocyanine Chemistry

paper · doi:10.1002/anie.196903431

openalex publication_date 1969/05/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/23

Abstract

Abstract Work towards a synthesis of vitamin B 12 has inspired a new type of corrin synthesis. The key step is a light‐induced 1,16‐hydrogen transfer leading to an antarafacial (π→σ)‐cycloisomerization of a seco‐corrinoid metal complex. The construction of the seco‐corrinoid ligand system is achieved by coupling monocyclic ring precursors in their enamide or enamine form through the methods of sulfide‐contraction via oxidative coupling and of iminoester‐enamine condensation.

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