Synthesis and applications of chiral organoboranes generated from sulfonium ylides

VK Aggarwal, GY Fang, AT Schmidt

Index: Aggarwal, Varinder K.; Guang, Yu Fang; Schmidt, Andreas T. Journal of the American Chemical Society, 2005 , vol. 127, # 6 p. 1642 - 1643

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Citation Number: 47

Abstract

The reactions of aryl-stabilized sulfonium ylides with trialkyl/triarylboranes have been investigated. Clean monohomologation of the boranes with only a small amount of the higher homologation products (< 10%) was observed. The homologation products were isolated as the alcohols (treatment with H2O2/NaOH) and amines (treatment with NH2OSO3H). Although the reactions were conveniently conducted at 5° C, the ylide ...

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