Hexahydro-Pyrrolo[1,2,5:3,4,5]Thiazolo[3,4-c]Oxazol-1-ones: New Chiral Tricyclic L-Cysteine and D-Penicillamine Derivatives

Title: Hexahydro-Pyrrolo[1,2,5:3,4,5]Thiazolo[3,4-c]Oxazol-1-ones: New Chiral Tricyclic L-Cysteine and D-Penicillamine Derivatives

Volume: 3 Issue: 11

Author(s): Teresa M.V.D. Pinho e Melo, Susana M.M. Lopes, Antonio M. d'A. Rocha Gonsalves, Agnieszka Kaczor, Rui Fausto, Jose A. Paixao, Ana Matos Beja and Manuela Ramos Silva

Affiliation:

Keywords: Hexahydro-pyrrolo[1',2',5':3,4,5]thiazolo[3,4-c]oxazol-1-ones, L-Cysteine and D-Penicillamine derivatives, Matrix isolation, Infrared spectroscopy, DFT(B3LYP)/6-311++G(d,p) calculations

Abstract: A simple and efficient approach to the synthesis of the new chiral hexahydropyrrolo [1,2,5:3,4,5]thiazolo[3,4-c]oxazol-1-one ring system is reported. Infrared spectroscopy, quantum-chemical calculations and X-ray analysis allowed the stereochemistry assignment of (2aS,4aR,6aR)-2a,3,4,4a,6,6ahexahydropyrrolo-[ 1,2,5:3,4,5]thiazolo[3,4-c]oxazol-1-one.

Cite this article as:

Pinho e Melo Teresa M.V.D., Lopes Susana M.M., Rocha Gonsalves Antonio M. d'A., Kaczor Agnieszka, Fausto Rui, Paixao A. Jose, Matos Beja Ana and Ramos Silva Manuela, Hexahydro-Pyrrolo[1,2,5:3,4,5]Thiazolo[3,4-c]Oxazol-1-ones: New Chiral Tricyclic L-Cysteine and D-Penicillamine Derivatives, Letters in Organic Chemistry 2006; 3 (11) . https://dx.doi.org/10.2174/157017806779116996