Total Synthesis of the Indole Alkaloid Vallesiachotamine

✍ Scribed by Priv.-Doz. Dr. Dietrich Spitzner; Prof. Dr. Ernest Wenkert

• Publisher: John Wiley and Sons
• Year: 1984
• Tongue: English
• Weight: 213 KB
• Volume: 23
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.198409841

✦ Synopsis

The tetrahedrane framework with R=tBu and the octabisvalene framework with R = CH3 presumably form because of steric reasons. Whereas the hydrocarbon 2 is highly strained, the arrangement in 1 is largely strain-free, based on the intermolecular contact distances.

With other residues R the occurrence of not only the tetrahedrane-but also the octabisvalene-analogous [(CO),FePRIx complexes and, possibly, their interconversion is to be expected.

Further [(C0),FePRI4 isomers with the molecular frameworks 3, 4, and 5 are conceivable: these already exist in the form of the hydrocarbons cubane and cuneane and as the As analogue of 5 . The skeletons of 3 and 4 could arise from 1 without rupture of the P-P bonds, whereas formation of framework 5 , which is to be expected on the basis of the P-As analogy, presumably has a higher energy of activation. It is conceivable that compounds of the as yet unknown [(C0)3FePR]3-type are also formed in such reactions.