Issue 23, 2016

Reagents for diverse iodosilane-mediated transformations

Abstract

It was observed that a PhSiH2I-mediated protocol using PhSiH3 and cat. I2 caused the deiodination of 2-(iodomethyl)-2-phenyltetrahydrofuran. Stemming from the investigation of the mechanism, we found that the PhSiH3–I2 system selectively promotes diverse cascade transformations from cyclic ethers to acyclic alkyl iodides, and the PhSiH3N-iodosuccinimide (NIS) system also promotes cascade transformations from cyclic ethers to acyclic alcohols.

Graphical abstract: Reagents for diverse iodosilane-mediated transformations

Supplementary files

Article information

Article type
Paper
Submitted
27 Apr 2016
Accepted
17 May 2016
First published
17 May 2016

Org. Biomol. Chem., 2016,14, 5322-5328

Author version available

Reagents for diverse iodosilane-mediated transformations

M. Shibuya, M. Abe, S. Fujita and Y. Yamamoto, Org. Biomol. Chem., 2016, 14, 5322 DOI: 10.1039/C6OB00900J

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