Zwitterionic phosphonium sulfonates as easily phase-separable ion-tagged Wittig reagents |
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| Authors: | Huo Congde He Xun Chan Tak Hang |
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| Institution: | Department of Chemistry, McGill University, Montreal, Quebec, Canada H3A 2K6. |
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| Abstract: | Zwitterionic phosphonium sulfonates 3, conveniently derived from TPPMS (1), can be used as Wittig reagents in solution. The excess reagents and byproduct TPPMSO (6) can be easily separated from the product alkenes by simple precipitation with a less polar solvent. The alkenes thus obtained were often sufficiently pure without chromatographic purification. A one-pot protocol for the synthesis of alpha,beta-unsaturated esters has been developed and appears to be convenient. |
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