Synthesis of enantiopure fused bisthiazolidines and thiazolidinyloxazolidines.

Synthesis of enantiopure fused bisthiazolidines and thiazolidinyloxazolidines.

Saiz, Cecilia; Castillo, Valerie; Mahler, Graciela

Abstract:

Among the different possible methods leading to nitrogen-containing heterocycles, iminium ion cyclization is a widely used process. Cyclic iminium ions of general structure 1 (Figure 1), bearing a nucleophilic tether with a suitable located oxygen, sulfur or nitrogen, are important building blocks for the preparation of synthetically and biologically relevant condensed heterocycles. The present work describes our findings in the synthesis of enantioenriched new fused thiazolidinyloxazolidines (2) and bisthiazolidines (3) via the generation of cyclic iminium ions (Figure 1).

Among the different possible methods leading to nitrogen-containing heterocycles, iminium ion cyclization is a widely used process. Cyclic iminium ions of general structure 1 (Figure 1), bearing a nucleophilic tether with a suitable located oxygen, sulfur or nitrogen, are important building blocks for the preparation of synthetically and biologically relevant condensed heterocycles. The present work describes our findings in the synthesis of enantioenriched new fused thiazolidinyloxazolidines (2) and bisthiazolidines (3) via the generation of cyclic iminium ions (Figure 1).

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DOI: 10.5151/chempro-14bmos-R0080-1

Referências bibliográficas

• [1] 1 Royer, J.; Bonin M.; Micouin L. Chem. Rev. 2004, 104, 2311−2352.
• [2] 2 Saiz, C., Wipf, P., Manta, E., Mahler, S. G. Org. Lett. 2009, 11, 3170-317.

Como citar:

Saiz, Cecilia; Castillo, Valerie; Mahler, Graciela; "Synthesis of enantiopure fused bisthiazolidines and thiazolidinyloxazolidines.", p-80-80. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0080-1