Chiral aziridinyl radical

Scheme 15. An application of chiral aziridinyl radicals to the synthesis of FR-900482...

In the laboratory of F.E. Ziegler, the cyclization of a chiral aziridinyl radical into an indole nucleus was utilized to prepare the core nucleus of the potent antitumor agent FR-900482. In the early stages of the synthetic effort, the VUsmeier-Haack formylation was chosen to install an aldehyde functionality at the C3 position of a substituted indole substrate. The initial iminium salt was hydrolyzed under very mildly basic conditions to minimize the hydrolysis of the... 

Ziegler, F. E., Belema, M. Chiral Aziridinyl Radicals An Application to the Synthesis of the Core Nucleus of FR-900482. J. Org. Chem. 

Ziegler FE, Belema M (1997) Chiral aziridinyl radicals an application to the synthesis of the core nucleus of ER-900482. J Org Chem 62 1083-1094... 

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