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cis- and trans-N-(Benzylsulfinyl)hexahydrobenzoxazolidin-2-ones as novel chiral sulfinyl transfer reagents |
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| Authors: | Angel Clara-Sosa Lydia Prez Mario Snchez Roberto Melgar-Fernndez Eusebio Juaristi Leticia Quintero Cecilia Anaya de Parrodi |
| Institution: | aDepto. de Química y Biología, Universidad de las Américas-Puebla, Santa Catarina Mártir, 72820 Cholula, Mexico bCentro de Investigación de la Fac. de Ciencias Químicas, Universidad Autónoma de Puebla, 72570 Puebla, Mexico cDepto. de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, 07000 México, D. F., Mexico |
| Abstract: | The synthesis of N-benzylsulfinyl derivatives 5a–d from both pairs of enantiomeric hexahydrobenzoxazolidin-2-ones 4a–d is reported. The use of 5a–d as effective chiral sulfinylating reagents in the preparation of enantiopure sulfoxides (e.e.>98%) is also reported. |
| Keywords: | Oxazolidinones Sulfoxides Sulfinyl transfer Diastereoselective reactions Enantioselective synthesis |
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