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Aufbau der Ligandsysteme des C, D-Tetradehydrocorrins und Isobakteriochlorins durch Sulfidkontraktion. Kurzmitteilung

✍ Scribed by Silvio Ofner; Vittorio Rasetti; Beat Zehnder; Albert Eschenmoser


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
792 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis


Synthesis of C, D‐Tetradehydrocorrins and Isobacteriochlorins via Sulfide Contraction

The reaction sequences shown in Schemes 4 and 5 illustrate the use of the sulfide contraction method for the synthesis of isobacteriochlorins and (metal free) C, D‐tetradehydrocorrins. The tetradehydrocorrin synthesis fills a gap in a spectrum of corrinoid (A → D) ring closures that ranges from A.W. Johnson's oxidative (A → D)‐cyclizations to octadehydrocorrinoids on the one side to the photochemical 1, 19‐secocorrin → corrincycloisomerization on the other (Scheme 7). Such a multiplicity of reaction paths towards corrinoids is of interest in connection with the problem of the origin of the corrin structure.