Efficient synthesis of new chiral 1,2-benzothiazin-3-one 1,1-dioxide derivatives via lateral lithiation of 3-N-mesitylenesulfonyl-1,3-oxazolidin-2-ones |
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| Authors: | Ahmed Ould Aliyenne |
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| Affiliation: | Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène (01UR 1201), Faculté des Sciences de Monastir, Avenue de l’Environnement, 5019 Monastir, Tunisia |
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| Abstract: | Chiral 3-N-mesitylenesulfonyl-1,3-oxazolidin-2-ones 4a-e derived from (l)- and (d)-amino acids 1a-e undergo lateral lithiation with lithium diisopropylamide and TMEDA in anhydrous THF to provide new optically-active 1,2-benzothiazin-3-one 1,1-dioxide derivatives 5a-e with yields ranging from 63% to 79%. |
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| Keywords: | Oxazolidinones Directed lateral lithiation Benzothiazin-3-one 1,1-dioxides |
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