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Org Lett. 2011 Jan 21;13(2):332-5. doi: 10.1021/ol102825t. Epub 2010 Dec 13.

Tin mediated allylation reactions of enol ethers in water.

Organic letters

Mei-Huey Lin, Shiang-Fu Hung, Long-Zhi Lin, Wen-Shing Tsai, Tsung-Hsun Chuang

Affiliations

  1. Department of Chemistry, National Changhua University of Education, Changhua, Taiwan 50007. [email protected]

PMID: 21142089 DOI: 10.1021/ol102825t

Abstract

Under tin-mediated Barbier-type reaction conditions, hydration of enol ethers takes place to form aldehydes that undergo allylation reactions. By using this process, various homoallylic alcohols and 2-halohomoallylic alcohols are produced in good to excellent yields.

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