B(C6F5)3‐Catalyzed Chemoselective Defunctionalization of Ether‐Containing Primary Alkyl Tosylates with Hydrosilanes

• Published in: Angewandte Chemie International Edition Vol. 56; no. 12; pp. 3389 - 3391
• Main Authors: Chatterjee, Indranil, Porwal, Digvijay, Oestreich, Martin
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 13.03.2017
• Edition: International ed. in English
• Subjects: alcohols; boron; deoxygenation; Ethers; reduction; silanes; deoxygenation; silanes; alcohols; reduction; boron

Catalytic C(sp3)−O bond cleavage promoted by B(C6F5)3 /Et3SiH proceeds preferentially with primary tosylates in the presence of primary and secondary silyl ethers and aryl ethers. This reactivity difference enables the chemoselective defunctionalization of several 1,n‐diols, and the efficiency of th...