Diversomer approach

Dewitt et al. [58,59] also reported the synthesis of 40 hydantoins 20 using the Diversomer approach following the condensation of a variety of isocyanates to Wang resin-bound amino acids. Concomitant cyclization and cleavage leading to the hydantoin product occurred on heating the resin-bound urea in 6 M HCl (Fig. 11). 

Hobbs De Witt S, Kiely JS, Stankovic CJ, Schroeder MC, Reynolds Cody DM, Pavia MR, Diversomers an approach to nonpeptide, nonoligomeric chemical diversity, Proc. Natl. Acad. Sci. USA, 90 6909-6913, 1993. 

SH DeWitt, JS Kiely, CJ Stankovic, MC Schroeder, DMR Cody, MR Pavia. DIVERSOMERS an approach to non-peptide non-oligomeric chemical diversity. Proc Natl Acad Sci USA 90 6909-6913, 1993. 

The intramolecular variant of this synthesis renders cyclic enediynes. Ten-membered functionalized enediyne cycles (7) were generated in yields of up to 95 % using slightly altered reaction conditions. Since the starting materials are easily accessible, a synthesis of enediynes in multigramm scale can be achieved. Thus, it should be possible to use those functionalized enediyne components to build libraries of enediyne diversomers, by the approach of Nicolaou and others. [11] Ene-diyne-steroide conjugates, like 8, and ene-... 

A. W. Czarnik, Diversomer Technology, a practical approach to parallel simultaneous organic synthesis, conference Synthetic chemical libraries in drug discovery, London, 1995. 

MacD1996 MacDonald, A.A., DeWitt, S.H., Hogan, E.M. and Ramage, R., A Solid Phase Approach to Quinolones Using the DIVERSOMER Technology, Tetrahedron Lett., 37 (1996) 4815-4818. 

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