Synthesis of Oxazolidinones by a Solid??Phase/Activation Cycloelimination (SP/ACE) Methodology

P ten Holte, BCJ van Esseveldt, L Thijs…

Index: Ten Holte, Peter; Van Esseveldt, Bart C. J.; Thijs, Lambertus; Zwanenburg, Binne European Journal of Organic Chemistry, 2001 , # 15 p. 2965 - 2969

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Citation Number: 7

Abstract

Abstract A versatile method for the solid-phase synthesis of oxazolidinones is described. An appropriate 1, 2-diol is attached to immobilized sulfonyl chloride, resulting in the selective activation of one of the alcohol functions. The subsequent reaction of the other alcohol group with an isocyanate, followed by a base-promoted cycloelimination gives an oxazolidinone. By proper choice of isocyanates, functionalities can be introduced which are essential for ...