Total Synthesis of Chartelline

Although chartelhne A lacked any significant biological activity, it remained a target of synthetic interest because of its novel and complex structure. Weinreb and coworkers published their first report on progress toward the total synthesis of charteUine A in 2006. This approach involved couphng between a suitably functionahzed spiro-fused 2-azetidinone and imidazole moiety [128,129]. The first total synthesis of chartelline C was reported by Baran and coworkers [130], which 

In recent years, spiro-fused fS-lactams have drawn considerable interest because of their diverse biological properties. As a detailed coverage is not possible within the scope of this chapter, selected examples of synthetic and semisynthetic spiro-fused P-lactams with the type of bioactivity associated with them are listed in Table 3.1. 

Greenberg, A., Breneman, C.M., and Liebman, J.F. (2000) -Lactams Cyclic Amides of Distinction, John Wiley Sons, Inc., New York, p. 157. 

and Gorman, M. (1982) Chemistry and Biology of -Lactam Antibiotics, Vol. 1-3, Academic Press, New York. 

Katzung, B.G. (1998) Basic and Clinical Pharmacology, Appelton and Lange, Stamford, CT. 

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Lin, X.C. and Weinreb, S.M. (2001) Model studies on total synthesis of the chartellines, spirocyclic -lactam alkaloids from a marine bryozoan. Tetrahedron Lett., 42,2631-2633. 

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