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b-Bn tetracyclic series 14.
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b-Bn tetracyclic series 14.
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In earlier work, a single-crystal X-ray analysis of an N b-benzyhetracyclic derivative also indicated that the benzyl group rested in the axial position of the D ring in the crystal: Zhang, L. H, Trudell, M. L, Hollinsnead, S. P, Cook, J. M. J. Am. Chem. Soc. 1989, 111, 8263. In solution this has been supported by analysis of NOE studies. The concomitant complexation of osmium at the equatorial position (with respect to ring D) of indole 51 facilitated intramolecular attack of the osmium reagent to furnish osmate ester 29 (Scheme 4) upon heating at reflux. If complexation occurred at the axial position (with respect to the D ring) of indole 52 to give a complex, the intramolecular delivery of the osmium reagent to the 2,3-indole double bond would be unlikely; see ref 17, Chemical Equation Presented
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b-benzyhetracyclic derivative also indicated that the benzyl group rested in the axial position of the D ring in the crystal: Zhang, L. H.; Trudell, M. L.; Hollinsnead, S. P.; Cook, J. M. J. Am. Chem. Soc. 1989, 111, 8263. In solution this has been supported by analysis of NOE studies. The concomitant complexation of osmium at the equatorial position (with respect to ring D) of indole 51 facilitated intramolecular attack of the osmium reagent to furnish osmate ester 29 (Scheme 4) upon heating at reflux. If complexation occurred at the axial position (with respect to the D ring) of indole 52 to give a complex, the intramolecular delivery of the osmium reagent to the 2,3-indole double bond would be unlikely; see ref 17. (Chemical Equation Presented)
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